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183552-38-7,MFCD17011970
Catalog No.:AA0027L7

183552-38-7 | D-Alaninamide, N-acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-N-methyl-L-tyrosyl-D-asparaginyl-L-leucyl-N6-(1-methylethyl)-L-lysyl-L-prolyl-

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1mg
100%
1 week  
$126.00   $88.00
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2mg
100%
1 week  
$158.00   $111.00
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5mg
96%
1 week  
$162.00   $113.00
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10mg
96%
1 week  
$225.00   $158.00
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25mg
96%
1 week  
$416.00   $291.00
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100mg
100%
1 week  
$1,186.00   $830.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0027L7
Chemical Name:
D-Alaninamide, N-acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-N-methyl-L-tyrosyl-D-asparaginyl-L-leucyl-N6-(1-methylethyl)-L-lysyl-L-prolyl-
CAS Number:
183552-38-7
Molecular Formula:
C72H95ClN14O14
Molecular Weight:
1416.0631
MDL Number:
MFCD17011970
SMILES:
OC[C@@H](C(=O)N([C@H](C(=O)N[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)CCCCNC(C)C)CC(C)C)CC(=O)N)Cc1ccc(cc1)O)C)NC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@@H](Cc1ccc2c(c1)cccc2)NC(=O)C)Cc1ccc(cc1)Cl)Cc1cccnc1
Properties
Computed Properties
 
Complexity:
2770  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
10  
Heavy Atom Count:
101  
Hydrogen Bond Acceptor Count:
16  
Hydrogen Bond Donor Count:
13  
Rotatable Bond Count:
38  
XLogP3:
3.7  

Literature

Title: New treatment paradigm for prostate cancer: abarelix initiation therapy for immediate testosterone suppression followed by a luteinizing hormone-releasing hormone agonist.

Journal: BJU international 20120801

Title: Gonadotropin-releasing hormone: an update review of the antagonists versus agonists.

Journal: International journal of urology : official journal of the Japanese Urological Association 20120701

Title: Androgen deprivation therapy: past, present and future.

Journal: BJU international 20120601

Title: New treatment paradigm for prostate cancer: abarelix initiation therapy for immediate testosterone suppression followed by a luteinizing hormone-releasing hormone agonist.

Journal: BJU international 20120301

Title: Biochemistry, molecular biology and cell biology of gonadotropin-releasing hormone antagonists.

Journal: Current opinion in obstetrics & gynecology 20110801

Title: An update on the use of gonadotropin-releasing hormone antagonists in prostate cancer.

Journal: Therapeutic advances in urology 20110601

Title: Sipuleucel-T for therapy of asymptomatic or minimally symptomatic, castrate-refractory prostate cancer: an update and perspective among other treatments.

Journal: OncoTargets and therapy 20110101

Title: Androgen regulation of 5α-reductase isoenzymes in prostate cancer: implications for prostate cancer prevention.

Journal: PloS one 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: GnRH antagonists in the treatment of advanced prostate cancer.

Journal: The Canadian journal of urology 20100401

Title: Retraction statement: Reconstitution of Plenaxis® (Abarelix) 100 mg for injection is more effective with a vortex-like mixer than when performed manually.

Journal: Journal of pharmacy practice 20100201

Title: Evaluation of degarelix in the management of prostate cancer.

Journal: Cancer management and research 20100101

Title: Abarelix and other gonadotrophin-releasing hormone antagonists in prostate cancer.

Journal: BJU international 20091201

Title: [GnRH antagonists--a new therapy option for advanced prostate cancer].

Journal: Aktuelle Urologie 20090501

Title: Will GnRH antagonists improve prostate cancer treatment?

Journal: Trends in endocrinology and metabolism: TEM 20090101

Title: Degarelix and its therapeutic potential in the treatment of prostate cancer.

Journal: Clinical interventions in aging 20090101

Title: Six-month depot formulation of leuprorelin acetate in the treatment of prostate cancer.

Journal: Clinical interventions in aging 20090101

Title: Leuprorelin depot injection: patient considerations in the management of prostatic cancer.

Journal: Therapeutics and clinical risk management 20080401

Title: Distinguishing compounds with anticancer activity by ANN using inductive QSAR descriptors.

Journal: Bioinformation 20080101

Title: Pharmacological characterization of a novel nonpeptide antagonist of the human gonadotropin-releasing hormone receptor, NBI-42902.

Journal: Endocrinology 20070201

Title: Hormone ablation therapy: lightening the load for today's prostate cancer patient.

Journal: Urologic nursing 20070201

Title: Abarelix for injectable suspension: first-in-class gonadotropin-releasing hormone antagonist for prostate cancer.

Journal: Future oncology (London, England) 20061201

Title: Dose-escalated abarelix in androgen-independent prostate cancer: a phase I study.

Journal: Anti-cancer drugs 20061001

Title: Proprietary Rel-Ease drug delivery technology: opportunity for sustained delivery of peptides, proteins and small molecules.

Journal: Expert opinion on drug delivery 20060901

Title: The effect of androgen deprivation therapy on fasting serum lipid and glucose parameters.

Journal: The Journal of urology 20060801

Title: Discovery of a pituitary adenoma following a gonadotropin-releasing hormone agonist in a patient with prostate cancer.

Journal: International journal of urology : official journal of the Japanese Urological Association 20060301

Title: Discovery of a pituitary adenoma following treatment with a gonadotropin-releasing hormone agonist in a patient with prostate cancer.

Journal: International journal of urology : official journal of the Japanese Urological Association 20060101

Title: [GnRH antagonists: present and future].

Journal: Annales d'urologie 20051001

Title: Prostate-specific antigen decline after gonadotropin-releasing hormone antagonist withdrawal in androgen-independent prostate cancer.

Journal: Urology 20050401

Title: Innovations in antineoplastic therapy.

Journal: The Nursing clinics of North America 20050301

Title: Abarelix (plenaxis).

Journal: Clinical journal of oncology nursing 20041201

Title: Abarelix: the first gonadotrophin-releasing hormone antagonist for the treatment of prostate cancer.

Journal: Expert opinion on pharmacotherapy 20041001

Title: Hormone therapy in prostate cancer: LHRH antagonists versus LHRH analogues.

Journal: European urology 20040901

Title: Pharmacokinetics and pharmacodynamics of a novel depot formulation of abarelix, a gonadotropin-releasing hormone (GnRH) antagonist, in healthy men ages 50 to 75.

Journal: Journal of clinical pharmacology 20040501

Title: Abarelix (Plenaxis) for advanced prostate cancer.

Journal: The Medical letter on drugs and therapeutics 20040315

Title: Abarelix (Plenaxis): a gonadotropin-releasing hormone antagonist for medical castration in patients with advanced prostate cancer.

Journal: Clinical prostate cancer 20040301

Title: Targeting FSH in androgen-independent prostate cancer: abarelix for prostate cancer progressing after orchiectomy.

Journal: Urology 20040201

Title: Plenaxis.

Journal: Discovery medicine 20040201

Title: New treatment for advanced prostate cancer.

Journal: FDA consumer 20040101

Title: Gonadotropin-releasing hormone antagonist in the management of prostate cancer.

Journal: Reviews in urology 20040101

Title: Experimental use of GnRH antagonists as second-line hormonal therapy.

Journal: Reviews in urology 20040101

Title: Luteinizing hormone-releasing hormone agonists in the treatment of men with prostate cancer: timing, alternatives, and the 1-year implant.

Journal: Urology 20031222

Title: An open-label study of abarelix in men with symptomatic prostate cancer at risk of treatment with LHRH agonists.

Journal: Urology 20031101

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20031101

Title: Phase II study of abarelix depot for androgen independent prostate cancer progression during gonadotropin-releasing hormone agonist therapy.

Journal: The Journal of urology 20030501

Title: Pharmacokinetics and pharmacodynamics of abarelix, a gonadotropin-releasing hormone antagonist, after subcutaneous continuous infusion in patients with prostate cancer.

Journal: Clinical pharmacology and therapeutics 20030401

Title: Encouraging results for Plenaxis in prostate cancer trial.

Journal: Expert review of anticancer therapy 20030401

Title: Abarelix: abarelix-depot-F, abarelix-depot-M, abarelix-L, PPI 149, R 3827.

Journal: Drugs in R&D 20030101

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20021101

Title: Hormonal therapy of prostate cancer.

Journal: Seminars in urologic oncology 20020801

Title: Gateways to Clinical Trials. June 2002.

Journal: Methods and findings in experimental and clinical pharmacology 20020601

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20020501

Title: Pharmacological profile of a new, potent, and long-acting gonadotropin-releasing hormone antagonist: degarelix.

Journal: The Journal of pharmacology and experimental therapeutics 20020401

Title: A phase 3, multicenter, open label, randomized study of abarelix versus leuprolide plus daily antiandrogen in men with prostate cancer.

Journal: The Journal of urology 20020401

Title: New single-isomer compounds on the horizon.

Journal: CNS spectrums 20020401

Title: A phase 3, multicenter, open-label, randomized study of abarelix versus leuprolide acetate in men with prostate cancer.

Journal: Urology 20011101

Title: Luteinizing hormone-releasing hormone antagonists in prostate cancer.

Journal: Urology 20010801

Title: The gonadotropin-releasing hormone antagonist abarelix depot versus luteinizing hormone releasing hormone agonists leuprolide or goserelin: initial results of endocrinological and biochemical efficacies in patients with prostate cancer.

Journal: The Journal of urology 20010501

Title: GnRH antagonists: a new generation of long acting analogues incorporating p-ureido-phenylalanines at positions 5 and 6.

Journal: Journal of medicinal chemistry 20010201

Title: Androgen deprivation and other treatments for advanced prostate cancer.

Journal: Reviews in urology 20010101

Title: The evolution of hormonal therapy for prostatic carcinoma.

Journal: Reviews in urology 20010101

Title: Emerging pharmacologic therapies for prostate cancer.

Journal: Reviews in urology 20010101

Title: Koechling W, et al. A novel GnRH antagonist, causes minimal histamine release compared with abarelix in an ex vivo model of human skin samples. Br J Clin Pharmacol. 2010 Oct;70(4):580-7.

Title: Kirby RS, et al. Abarelix and other gonadotrophin-releasing hormone antagonists in prostate cancer. BJU Int. 2009 Dec;104(11):1580-4.

Title: Debruyne F, et al. Abarelix for injectable suspension: first-in-class releasing hormone antagonist for prostate cancer. Future Oncol. 2006 Dec;2(6):677-96.

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SDS
Tags:183552-38-7 Molecular Formula|183552-38-7 MDL|183552-38-7 SMILES|183552-38-7 D-Alaninamide, N-acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-N-methyl-L-tyrosyl-D-asparaginyl-L-leucyl-N6-(1-methylethyl)-L-lysyl-L-prolyl-