Home Amines 129311-55-3
129311-55-3,MFCD00026356
Catalog No.:AA009BX7

129311-55-3 | D-Alaninamide,N-acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-L-tyrosyl-N6-[bis(ethylamino)methylene]-D-lysyl-L-leucyl-N6-[bis(ethylamino)methylene]-L-lysyl-L-prolyl-, diacetate (salt)

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1mg
≥98%
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$252.00   $176.00
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5mg
≥98%
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$848.00   $593.00
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10mg
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$1,302.00   $911.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA009BX7
Chemical Name:
D-Alaninamide,N-acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-L-tyrosyl-N6-[bis(ethylamino)methylene]-D-lysyl-L-leucyl-N6-[bis(ethylamino)methylene]-L-lysyl-L-prolyl-, diacetate (salt)
CAS Number:
129311-55-3
Molecular Formula:
C84H121ClN18O17
Molecular Weight:
1690.4229
MDL Number:
MFCD00026356
SMILES:
CC(=O)O.CC(=O)O.CCNC(=NCCCC[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(=O)N)C)CCCCN=C(NCC)NCC)CC(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@@H](Cc1ccc2c(c1)cccc2)NC(=O)C)Cc1ccc(cc1)Cl)Cc1cccnc1)CO)Cc1ccc(cc1)O)NCC
Properties
Computed Properties
 
Complexity:
3060  
Covalently-Bonded Unit Count:
3  
Defined Atom Stereocenter Count:
10  
Heavy Atom Count:
120  
Hydrogen Bond Acceptor Count:
20  
Hydrogen Bond Donor Count:
18  
Rotatable Bond Count:
48  

Literature

Title: Endometrial gene expression in the early luteal phase is impacted by mode of triggering final oocyte maturation in recFSH stimulated and GnRH antagonist co-treated IVF cycles.

Journal: Human reproduction (Oxford, England) 20121101

Title: A randomized controlled trial of the GnRH antagonist ganirelix in Chinese normal responders: high efficacy and pregnancy rates.

Journal: Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20121001

Title: Dynamic testosterone responses to near-physiological LH pulses are determined by the time pattern of prior intravenous LH infusion.

Journal: American journal of physiology. Endocrinology and metabolism 20120915

Title: GnRH-agonist versus GnRH-antagonist IVF cycles: is the reproductive outcome affected by the incidence of progesterone elevation on the day of HCG triggering? A randomized prospective study.

Journal: Human reproduction (Oxford, England) 20120601

Title: The relationship of premature progesterone rise with serum estradiol levels and number of follicles in GnRH antagonist/recombinant FSH-stimulated cycles.

Journal: European journal of obstetrics, gynecology, and reproductive biology 20120601

Title: Follicular and endocrine profiles associated with different GnRH-antagonist regimens: a randomized controlled trial.

Journal: Reproductive biomedicine online 20120201

Title: Older men exhibit reduced efficacy of and heightened potency downregulation by intravenous pulses of recombinant human LH: a study in 92 healthy men.

Journal: American journal of physiology. Endocrinology and metabolism 20120101

Title: A pituitary adenoma secreting follicle-stimulating hormone with ovarian hyperstimulation: treatment using a gonadotropin-releasing hormone antagonist.

Journal: Fertility and sterility 20120101

Title: Effect of length of controlled ovarian hyperstimulation using a gonadotropin-releasing hormone antagonist on in vitro fertilization pregnancy rates.

Journal: The Journal of reproductive medicine 20120101

Title: Replacing GnRH agonists with GnRH antagonists in oocyte recipient cycle did not adversely affect the pregnancy rates.

Journal: European journal of obstetrics, gynecology, and reproductive biology 20111201

Title: No association between endogenous LH and pregnancy in a GnRH antagonist protocol: part I, corifollitropin alfa.

Journal: Reproductive biomedicine online 20111001

Title: [Use of GnRH antagonist for in vitro fertilization].

Journal: Tidsskrift for den Norske laegeforening : tidsskrift for praktisk medicin, ny raekke 20110906

Title: Factors that predict the probability of a successful clinical outcome after induction of oocyte maturation with a gonadotropin-releasing hormone agonist.

Journal: Fertility and sterility 20110701

Title: A randomized trial of microdose leuprolide acetate protocol versus luteal phase ganirelix protocol in predicted poor responders.

Journal: Fertility and sterility 20110630

Title: Effects of the gonadotropin-releasing hormone antagonist ganirelix on normal micturition and prostaglandin E(2)-induced detrusor overactivity in conscious female rats.

Journal: European urology 20110501

Title: Progesterone enhances adrenergic control of skin blood flow in women with high but not low orthostatic tolerance.

Journal: The Journal of physiology 20110215

Title: Effect of serum progesterone level on the day of human chorionic gonadotropin injection on outcome following in vitro fertilization-embryo transfer in women using gonadotropin releasing hormone antagonists.

Journal: Clinical and experimental obstetrics & gynecology 20110101

Title: Evidence that the main adverse effect of ganirelix on pregnancy and implantation rates is on the embryo rather than the endometrium.

Journal: Clinical and experimental obstetrics & gynecology 20110101

Title: Degarelix, a novel GnRH antagonist, causes minimal histamine release compared with cetrorelix, abarelix and ganirelix in an ex vivo model of human skin samples.

Journal: British journal of clinical pharmacology 20101001

Title: Failure of the GnRH antagonist ganirelix to block the positive feedback effect of exogenous estrogen in normal women.

Journal: Fertility and sterility 20100901

Title: Pituitary sensitizing effect of GnRH antagonists: a mechanism explaining LH escape during IVF?

Journal: Human reproduction (Oxford, England) 20100601

Title: Do GnRH analogues directly affect human endometrial epithelial cell gene expression?

Journal: Molecular human reproduction 20100501

Title: Comparison of follicular fluid and serum cytokine concentrations in women undergoing assisted reproductive treatment with GnRH agonist long and antagonist protocols.

Journal: Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20100301

Title: Ovarian stimulation in women with high and low body mass index: GnRH agonist versus GnRH antagonist.

Journal: Reproductive biomedicine online 20100301

Title: A comparison of pregnancy rates following fresh and frozen embryo transfer according to the use of leuprolide acetate vs ganirelix vs cetrorelix.

Journal: Clinical and experimental obstetrics & gynecology 20100101

Title: Live births after management of severe OHSS by GnRH antagonist administration in the luteal phase.

Journal: Reproductive biomedicine online 20091201

Title: Treatment of ovarian hyperstimulation syndrome using a dopamine agonist and gonadotropin releasing hormone antagonist: a case series.

Journal: Fertility and sterility 20090901

Title: GnRH antagonist ganirelix prevents premature luteinization in IUI cycles: rationale for its use.

Journal: Reproductive biomedicine online 20090801

Title: Predictors and implications of estradiol rise after gonadotropin-releasing hormone antagonist initiation during in vitro fertilization cycles.

Journal: The Journal of reproductive medicine 20090401

Title: Altered vascular endothelial growth factor expression during GnRH antagonist protocol in women of reproductive age with normal baseline hormone profiles.

Journal: Fertility and sterility 20090301

Title: The effect of cetrorelix vs. ganirelix on pregnancy outcome using minimal gonadotropin stimulation in women with elevated day 3 serum follicle stimulating hormone levels.

Journal: Clinical and experimental obstetrics & gynecology 20090101

Title: Comparison of multiple dose GnRH antagonist and minidose long agonist protocols in poor responders undergoing in vitro fertilization: a randomized controlled trial.

Journal: Archives of gynecology and obstetrics 20081101

Title: Endometrial thickness dynamics and morphologic characteristics during pituitary downregulation with antagonists in assisted reproductive technology cycles.

Journal: Journal of ultrasound in medicine : official journal of the American Institute of Ultrasound in Medicine 20081101

Title: Predictors of ovarian response in intrauterine insemination patients and development of a dosage nomogram.

Journal: Reproductive biomedicine online 20081101

Title: Effects and clinical significance of GnRH antagonist administration for IUI timing in FSH superovulated cycles: a meta-analysis.

Journal: Fertility and sterility 20080801

Title: Oral contraceptive pretreatment and half dose of ganirelix does not excessively suppress LH and may be an excellent choice for scheduling IUI cycles.

Journal: Journal of assisted reproduction and genetics 20080801

Title: Sex hormone effects on body fluid regulation.

Journal: Exercise and sport sciences reviews 20080701

Title: Flexible GnRH antagonist versus flare-up GnRH agonist protocol in poor responders treated by IVF: a randomized controlled trial.

Journal: Human reproduction (Oxford, England) 20080601

Title: GnRH antagonists may affect endometrial receptivity.

Journal: Fertility and sterility 20080501

Title: Prospective, randomized, comparative study of leuprorelin + human menopausal gonadotropins versus ganirelix + recombinant follicle-stimulating hormone in oocyte donors and pregnancy rates among the corresponding recipients.

Journal: Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20080401

Title: The impact of ovarian stimulation with recombinant FSH in combination with GnRH antagonist on the endometrial transcriptome in the window of implantation.

Journal: Reproductive sciences (Thousand Oaks, Calif.) 20080401

Title: The effect of luteal phase vaginal estradiol supplementation on the success of in vitro fertilization treatment: a prospective randomized study.

Journal: Fertility and sterility 20080301

Title: The use of gonadotropin-releasing hormone (GnRH) agonist to induce oocyte maturation after cotreatment with GnRH antagonist in high-risk patients undergoing in vitro fertilization prevents the risk of ovarian hyperstimulation syndrome: a prospective randomized controlled study.

Journal: Fertility and sterility 20080101

Title: [Ovulation induction in high risk IVF patients: GnRH-agonist, diminished dose of urinary or recombinant chorion gonadotropin].

Journal: Akusherstvo i ginekologiia 20080101

Title: The effects of GnRH antagonist on the endometrium of normally menstruating women.

Journal: Journal of assisted reproduction and genetics 20071201

Title: Management of severe early ovarian hyperstimulation syndrome by re-initiation of GnRH antagonist.

Journal: Reproductive biomedicine online 20071001

Title: Age attenuates testosterone secretion driven by amplitude-varying pulses of recombinant human luteinizing hormone during acute gonadotrope inhibition in healthy men.

Journal: The Journal of clinical endocrinology and metabolism 20070901

Title: The luteal phase of recombinant follicle-stimulating hormone/gonadotropin-releasing hormone antagonist in vitro fertilization cycles during supplementation with progesterone or progesterone and estradiol.

Journal: Fertility and sterility 20070301

Title: Exogenous oestradiol and progesterone administration does not cause oedema in healthy young women.

Journal: Clinical endocrinology 20070301

Title: Ganirelix acetate causes a rapid reduction in estradiol levels without adversely affecting oocyte maturation in women pretreated with leuprolide acetate who are at risk of ovarian hyperstimulation syndrome.

Journal: Human reproduction (Oxford, England) 20061101

Title: GnRH-antagonists in ovarian stimulation for IVF in patients with poor response to gonadotrophins, polycystic ovary syndrome, and risk of ovarian hyperstimulation: a meta-analysis.

Journal: Reproductive biomedicine online 20061101

Title: Effect of luteal-phase support on endometrial L-selectin ligand expression after recombinant follicle-stimulating hormone and ganirelix acetate for in vitro fertilization.

Journal: The Journal of clinical endocrinology and metabolism 20061001

Title: Luteal hormonal profile of oocyte donors stimulated with a GnRH antagonist compared with natural cycles.

Journal: Reproductive biomedicine online 20060901

Title: [In vitro fertilization and embryo transfer].

Journal: Nihon rinsho. Japanese journal of clinical medicine 20060401

Title: Treatment with the GnRH antagonist ganirelix prevents premature LH rises and luteinization in stimulated intrauterine insemination: results of a double-blind, placebo-controlled, multicentre trial.

Journal: Human reproduction (Oxford, England) 20060301

Title: The use of gonadotropin-releasing hormone antagonist in ovarian stimulation.

Journal: Clinical obstetrics and gynecology 20060301

Title: A comparative randomized trial to assess the impact of oral contraceptive pretreatment on follicular growth and hormone profiles in GnRH antagonist-treated patients.

Journal: Human reproduction (Oxford, England) 20060101

Title: Aging attenuates both the regularity and joint synchrony of LH and testosterone secretion in normal men: analyses via a model of graded GnRH receptor blockade.

Journal: American journal of physiology. Endocrinology and metabolism 20060101

Title: Treatment with gonadotropin-releasing hormone (GnRH) antagonists in women suppressed with GnRH agonist may avoid cycle cancellation in patients at risk for ovarian hyperstimulation syndrome.

Journal: Fertility and sterility 20060101

Title: Similar endometrial development in oocyte donors treated with either high- or standard-dose GnRH antagonist compared to treatment with a GnRH agonist or in natural cycles.

Journal: Human reproduction (Oxford, England) 20051201

Title: LH suppression following different low doses of the GnRH antagonist ganirelix in polycystic ovary syndrome.

Journal: Journal of endocrinological investigation 20051201

Title: Alternate day and daily administration of GnRH antagonist may prevent premature luteinization to a similar extent during FSH treatment.

Journal: Human reproduction (Oxford, England) 20051101

Title: Aging in healthy men impairs recombinant human luteinizing hormone (LH)-stimulated testosterone secretion monitored under a two-day intravenous pulsatile LH clamp.

Journal: The Journal of clinical endocrinology and metabolism 20051001

Title: Age-specific changes in the regulation of LH-dependent testosterone secretion: assessing responsiveness to varying endogenous gonadotropin output in normal men.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20050901

Title: Prospective, randomized trial comparing cetrorelix acetate and ganirelix acetate in a programmed, flexible protocol for premature luteinizing hormone surge prevention in assisted reproductive technologies.

Journal: Fertility and sterility 20050701

Title: GnRH agonist versus GnRH antagonist in oocyte donation cycles: a prospective randomized study.

Journal: Human reproduction (Oxford, England) 20050601

Title: Clinical efficacy of the gonadotropin-releasing hormone antagonist, ganirelix, in Korean women undergoing controlled ovarian hyperstimulation for in vitro fertilization and embryo transfer with recombinant follicle-stimulating hormone.

Journal: The journal of obstetrics and gynaecology research 20050601

Title: A randomized prospective study of microdose leuprolide versus ganirelix in in vitro fertilization cycles for poor responders.

Journal: Fertility and sterility 20050501

Title: Age diminishes the testicular steroidogenic response to repeated intravenous pulses of recombinant human LH during acute GnRH-receptor blockade in healthy men.

Journal: American journal of physiology. Endocrinology and metabolism 20050401

Title: Ganirelix acetate use in normal- and poor-prognosis patients and the impact of estradiol patterns.

Journal: Fertility and sterility 20050301

Title: Use of antagonists in ovarian stimulation protocols.

Journal: Reproductive biomedicine online 20050301

Title: A randomized prospective trial comparing gonadotropin-releasing hormone (GnRH) antagonist/recombinant follicle-stimulating hormone (rFSH) versus GnRH-agonist/rFSH in women pretreated with oral contraceptives before in vitro fertilization.

Journal: Fertility and sterility 20050201

Title: Use of GNRH antagonists in reproductive medicine.

Journal: Minerva ginecologica 20050201

Title: [The programming of IVF cycles with antagonists].

Journal: Journal de gynecologie, obstetrique et biologie de la reproduction 20041001

Title: [Introduction of the antagonist: on a determined day or depending on follicular growth?].

Journal: Journal de gynecologie, obstetrique et biologie de la reproduction 20041001

Title: [GnRH antagonists in insemination : can we avoid weekends?].

Journal: Journal de gynecologie, obstetrique et biologie de la reproduction 20041001

Title: Gonadotropin releasing hormone antagonists and cryopreservation outcome: a review.

Journal: Archives of gynecology and obstetrics 20040901

Title: Pulsatile intravenous infusion of recombinant human luteinizing hormone under acute gonadotropin-releasing hormone receptor blockade reconstitutes testosterone secretion in young men.

Journal: The Journal of clinical endocrinology and metabolism 20040901

Title: A randomized, multicenter study comparing the efficacy of recombinant FSH vs recombinant FSH with Ganirelix during superovulation/IUI therapy.

Journal: American journal of obstetrics and gynecology 20040801

Title: Association of inhibin B serum levels with parameters of follicular response in a randomized controlled trial comparing gnRH agonist versus antagonist protocols for ovarian hyperstimulation.

Journal: Journal of assisted reproduction and genetics 20040701

Title: Exaggerated 17-hydroxyprogesterone response to intravenous infusions of recombinant human LH in women with polycystic ovary syndrome.

Journal: American journal of physiology. Endocrinology and metabolism 20040601

Title: Effects of estrogen and progesterone administration on extracellular fluid.

Journal: Journal of applied physiology (Bethesda, Md. : 1985) 20040301

Title: A randomized, double-blind, multicentre clinical trial comparing starting doses of 150 and 200 IU of recombinant FSH in women treated with the GnRH antagonist ganirelix for assisted reproduction.

Journal: Human reproduction (Oxford, England) 20040101

Title: Gonadotropin-releasing hormone antagonists for assisted reproductive techniques: are there clinical differences between agents?

Journal: Drugs 20040101

Title: Effect of antagonists vs agonists on in vitro fertilization outcome.

Journal: Clinical and experimental obstetrics & gynecology 20040101

Title: Endometrial HOXA10 expression after controlled ovarian hyperstimulation with recombinant follicle-stimulating hormone.

Journal: Fertility and sterility 20030901

Title: Actions of GnRH antagonists on IGF-II, IGF-binding protein-2 and pregnancy-associated plasma protein-A in human granulosa-lutein cells.

Journal: European journal of endocrinology 20030701

Title: Clinical outcome of using ganirelix acetate versus a 4-day follicular phase leuprolide acetate protocol in unselected women undergoing in vitro fertilization.

Journal: Fertility and sterility 20030701

Title: Exposure to high levels of luteinizing hormone and estradiol in the early follicular phase of gonadotropin-releasing hormone antagonist cycles is associated with a reduced chance of pregnancy.

Journal: Fertility and sterility 20030401

Title: Concurrent ganirelix and follitropin beta therapy is an effective and safe regimen for ovulation induction in women with polycystic ovary syndrome.

Journal: Fertility and sterility 20030301

Title: Minimal ovarian hyperstimulation for in vitro fertilization using sequential clomiphene citrate and gonadotropin with or without the addition of a gonadotropin-releasing hormone antagonist.

Journal: Fertility and sterility 20021101

Title: Effect of in vivo GnRH agonist and GnRH antagonist on hCG and insulin-stimulated progesterone production by human granulosa-lutein cells in vitro.

Journal: Journal of assisted reproduction and genetics 20020801

Title: Endocrine profiles after triggering of final oocyte maturation with GnRH agonist after cotreatment with the GnRH antagonist ganirelix during ovarian hyperstimulation for in vitro fertilization.

Journal: The Journal of clinical endocrinology and metabolism 20020201

Title: Optimizing gonadotrophin-releasing hormone antagonist protocols.

Journal: Human fertility (Cambridge, England) 20020201

Title: Use of gonadotrophin-releasing hormone agonists to trigger ovulation.

Journal: Human fertility (Cambridge, England) 20020201

Title: The gonadotrophin-releasing hormone antagonist ganirelix--history and introductory data.

Journal: Human fertility (Cambridge, England) 20020201

Title: [GnRH antagonists].

Journal: Gynecologie, obstetrique & fertilite 20020101

Title: Rescue IVF and coasting with the use of a GnRH antagonist after ovulation induction.

Journal: Reproductive biomedicine online 20020101

Title: The place of gonadotrophin-releasing hormone antagonists in reproductive medicine.

Journal: Reproductive biomedicine online 20020101

Title: Use of GnRH antagonists in ovarian stimulation for assisted reproductive technologies compared to the long protocol. Meta-analysis.

Journal: Archives of gynecology and obstetrics 20011101

Title: [GnRH antagonists in IVF].

Journal: Journal de gynecologie, obstetrique et biologie de la reproduction 20011101

Title: Use of third generation gonadotropin-releasing hormone antagonists in in vitro fertilization-embryo transfer: a review.

Journal: Obstetrical & gynecological survey 20010901

Title: 'You'll know it when you see it' statistics.

Journal: Fertility and sterility 20010901

Title: 'You'll know it when you see it' statistics.

Journal: Fertility and sterility 20010901

Title: Gonadotropin-releasing hormone antagonists implications for oocyte quality and uterine receptivity.

Journal: Annals of the New York Academy of Sciences 20010901

Title: Applications for GnRH antagonists.

Journal: Trends in endocrinology and metabolism: TEM 20010801

Title: Actions of gonadotropin-releasing hormone antagonists on steroidogenesis in human granulosa lutein cells.

Journal: European journal of endocrinology 20010601

Title: Comparable clinical outcome using the GnRH antagonist ganirelix or a long protocol of the GnRH agonist triptorelin for the prevention of premature LH surges in women undergoing ovarian stimulation.

Journal: Human reproduction (Oxford, England) 20010401

Title: Dynamics of the development of multiple follicles during ovarian stimulation for in vitro fertilization using recombinant follicle-stimulating hormone (Puregon) and various doses of the gonadotropin-releasing hormone antagonist ganirelix (Orgalutran/Antagon).

Journal: Fertility and sterility 20010401

Title: Efficacy and safety of ganirelix acetate versus leuprolide acetate in women undergoing controlled ovarian hyperstimulation.

Journal: Fertility and sterility 20010101

Title: Pregnancy and birth after GnRH agonist treatment for induction of final oocyte maturation in a woman undergoing ovarian stimulation for ICSI, using a GnRH antagonist (Orgalutran/Antagon) to prevent a premature LH surge: a case report.

Journal: Journal of assisted reproduction and genetics 20010101

Title: Gonadotrophin-releasing hormone antagonists for assisted conception.

Journal: The Cochrane database of systematic reviews 20010101

Title: Local tolerance, pharmacokinetics, and dynamics of ganirelix (Orgalutran) administration by Medi-Jector compared to conventional needle injections.

Journal: Human reproduction (Oxford, England) 20000201

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Tags:129311-55-3 Molecular Formula|129311-55-3 MDL|129311-55-3 SMILES|129311-55-3 D-Alaninamide,N-acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-L-tyrosyl-N6-[bis(ethylamino)methylene]-D-lysyl-L-leucyl-N6-[bis(ethylamino)methylene]-L-lysyl-L-prolyl-, diacetate (salt)