Home Indole and Oxindoles 150375-75-0
150375-75-0,MFCD00922133
Catalog No.:AA001MH3

150375-75-0 | 2-Pyrrolidinecarboxamide, 1-[[(2R,3S)-5-chloro-3-(2-chlorophenyl)-1-[(3,4-dimethoxyphenyl)sulfonyl]-2,3-dihydro-3-hydroxy-1H-indol-2-yl]carbonyl]-, (2S)-

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1mg
≥98%
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5mg
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10mg
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25mg
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50mg
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100mg
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500mg
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1000mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA001MH3
Chemical Name:
2-Pyrrolidinecarboxamide, 1-[[(2R,3S)-5-chloro-3-(2-chlorophenyl)-1-[(3,4-dimethoxyphenyl)sulfonyl]-2,3-dihydro-3-hydroxy-1H-indol-2-yl]carbonyl]-, (2S)-
CAS Number:
150375-75-0
Molecular Formula:
C28H27Cl2N3O7S
Molecular Weight:
620.5009
MDL Number:
MFCD00922133
SMILES:
COc1ccc(cc1OC)S(=O)(=O)N1c2ccc(cc2[C@]([C@@H]1C(=O)N1CCC[C@H]1C(=O)N)(O)c1ccccc1Cl)Cl
Properties
Computed Properties
 
Complexity:
1090  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Heavy Atom Count:
41  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
7  
XLogP3:
3.8  

Literature

Title: Vasopressin-2 receptor antagonist attenuates the ability of the lungs to clear edema in an experimental model.

Journal: American journal of respiratory cell and molecular biology 20121101

Title: Distinct receptor subtypes mediate arginine vasopressin-dependent ACTH release and intracellular calcium mobilization in rat pituitary cells.

Journal: European journal of pharmacology 20120315

Title: Neurohypophyseal hormones manipulation modulate social and anxiety-related behavior in zebrafish.

Journal: Psychopharmacology 20120301

Title: The cardioprotective effect of different doses of vasopressin (AVP) against ischemia-reperfusion injuries in the anesthetized rat heart.

Journal: Peptides 20111201

Title: V2 receptor antagonist; tolvaptan.

Journal: Electrolyte & blood pressure : E & BP 20111201

Title: Oxytocin antagonists for the management of preterm birth: a review.

Journal: American journal of perinatology 20110601

Title: Role of vasopressin V(₁A) receptor in the urethral closure reflex in rats.

Journal: American journal of physiology. Renal physiology 20110401

Title: Arginine-vasopressin V1a receptor inhibition improves neurologic outcomes following an intracerebral hemorrhagic brain injury.

Journal: Neurochemistry international 20110301

Title: The vasopressin Avpr1b receptor: molecular and pharmacological studies.

Journal: Stress (Amsterdam, Netherlands) 20110101

Title: Oxytocin and vasopressin V(1A) receptors as new therapeutic targets in assisted reproduction.

Journal: Reproductive biomedicine online 20110101

Title: Post-treatment with SR49059 improves outcomes following an intracerebral hemorrhagic stroke in mice.

Journal: Acta neurochirurgica. Supplement 20110101

Title: The oxytocin-oxytocin receptor system and its antagonists as tocolytic agents.

Journal: International journal of endocrinology 20110101

Title: cAMP/PKA-dependent increases in Ca Sparks, oscillations and SR Ca stores in retinal arteriolar myocytes after exposure to vasopressin.

Journal: Investigative ophthalmology & visual science 20100301

Title: [Vasopressin receptor antagonists and heart failure].

Journal: Therapeutische Umschau. Revue therapeutique 20091101

Title: Effects of novel vasopressin receptor antagonists on renal function and cardiac hypertrophy in rats with experimental congestive heart failure.

Journal: The Journal of pharmacology and experimental therapeutics 20080801

Title: Non-peptide arginine-vasopressin antagonists: the vaptans.

Journal: Lancet (London, England) 20080510

Title: Modulation of AQP4 expression by the selective V1a receptor antagonist, SR49059, decreases trauma-induced brain edema.

Journal: Acta neurochirurgica. Supplement 20080101

Title: The modulation of aquaporin-4 by using PKC-activator (phorbol myristate acetate) and V1a receptor antagonist (SR49059) following middle cerebral artery occlusion/reperfusion in the rat.

Journal: Acta neurochirurgica. Supplement 20080101

Title: Toward efficient drug screening by homogeneous assays based on the development of new fluorescent vasopressin and oxytocin receptor ligands.

Journal: Journal of medicinal chemistry 20071004

Title: Functional rescue of vasopressin V2 receptor mutants in MDCK cells by pharmacochaperones: relevance to therapy of nephrogenic diabetes insipidus.

Journal: American journal of physiology. Renal physiology 20070101

Title: Vasopressin antagonists.

Journal: Cellular and molecular life sciences : CMLS 20060801

Title: Pharmacological chaperone activity of SR49059 to functionally recover misfolded mutations of the vasopressin V1a receptor.

Journal: The Journal of biological chemistry 20060526

Title: Effects of YM218, a nonpeptide vasopressin V(1A) receptor-selective antagonist, on vasopressin-induced growth responses in human mesangial cells.

Journal: European journal of pharmacology 20060524

Title: Evidence for a role of vasopressin in the control of aldosterone secretion in primary aldosteronism: in vitro and in vivo studies.

Journal: The Journal of clinical endocrinology and metabolism 20060401

Title: Vasopressin receptor antagonists: pharmacological tools and potential therapeutic agents.

Journal: Autonomic & autacoid pharmacology 20060401

Title: Pharmacologic chaperones as a potential treatment for X-linked nephrogenic diabetes insipidus.

Journal: Journal of the American Society of Nephrology : JASN 20060101

Title: Protective effect of the V1a receptor antagonist SR49059 on brain edema formation following middle cerebral artery occlusion in the rat.

Journal: Acta neurochirurgica. Supplement 20060101

Title: Selectivity of d[Cha4]AVP and SSR149415 at human vasopressin and oxytocin receptors: evidence that SSR149415 is a mixed vasopressin V1b/oxytocin receptor antagonist.

Journal: British journal of pharmacology 20051101

Title: Vasotocin and vasopressin stimulation of the chloride secretion in the human bronchial epithelial cell line, 16HBE14o-.

Journal: British journal of pharmacology 20050401

Title: The effect of relcovaptan (SR 49059), an orally active vasopressin V1a receptor antagonist, on uterine contractions in preterm labor.

Journal: Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20050201

Title: Pharmacologic properties of YM218, a novel, potent, nonpeptide vasopressin V1A receptor-selective antagonist.

Journal: Vascular pharmacology 20050101

Title: Functional rescue of the constitutively internalized V2 vasopressin receptor mutant R137H by the pharmacological chaperone action of SR49059.

Journal: Molecular endocrinology (Baltimore, Md.) 20040801

Title: Participation of vasopressin in the development of cerebral vasospasm in a rat model of subarachnoid haemorrhage.

Journal: Clinical and experimental pharmacology & physiology 20040401

Title: Inhibitory effects of SR 49059 on oxytocin-and vasopressin-induced uterine contractions in non-pregnant women.

Journal: Acta obstetricia et gynecologica Scandinavica 20040101

Title: Identification of the binding sites of the SR49059 nonpeptide antagonist into the V1a vasopressin receptor using sulfydryl-reactive ligands and cysteine mutants as chemical sensors.

Journal: The Journal of biological chemistry 20031010

Title: Pancreatic vasopressin V1b receptors: characterization in In-R1-G9 cells and localization in human pancreas.

Journal: American journal of physiology. Endocrinology and metabolism 20030901

Title: Oxytocin and fetal membranes in preterm labor: current concepts and clinical implication.

Journal: Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20030601

Title: Vasopressin-induced facilitation of adrenergic responses in the rat mesenteric artery is V1-receptor dependent.

Journal: Autonomic & autacoid pharmacology 20030201

Title: Effects of nonpeptide V(1) vasopressin receptor antagonist SR-49059 on infarction volume and recovery of function in a focal embolic stroke model.

Journal: Stroke 20021201

Title: Synthesis and pharmacological evaluation of 5-(4-biphenyl)-3-methyl-4-phenyl-1,2,4-triazole derivatives as a novel class of selective antagonists for the human vasopressin V(1A) receptor.

Journal: Journal of medicinal chemistry 20020606

Title: Interplay between presynaptic and postsynaptic activities is required for dendritic plasticity and synaptogenesis in the supraoptic nucleus.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20020101

Title: Placental transfer of SR49059 in the human dually perfused cotyledon in vitro.

Journal: Placenta 20011101

Title: Vascular and renal effects of vasopressin and its antagonists in conscious rats with chronic myocardial infarction; evidence for receptor shift.

Journal: European journal of pharmacology 20010706

Title: Effects of YM471, a nonpeptide AVP V(1A) and V(2) receptor antagonist, on human AVP receptor subtypes expressed in CHO cells and oxytocin receptors in human uterine smooth muscle cells.

Journal: British journal of pharmacology 20010701

Title: A nonpeptide vasopressin V(1a) receptor antagonist, SR 49059, does not prevent cisplatin-induced emesis in piglets.

Journal: Fundamental & clinical pharmacology 20010601

Title: High concentrations of oxytocin cause vasoconstriction by activating vasopressin V1A receptors in the isolated perfused rat kidney.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20010401

Title: Nitric oxide, but not vasopressin V2 receptor-mediated vasodilation, modulates vasopressin-induced renal vasoconstriction in rats.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20000301

Title: Vasopressin does not effect hypertension caused by long-term nitric oxide inhibition.

Journal: Hypertension (Dallas, Tex. : 1979) 20000201

Title: Receptor binding of oxytocin and vasopressin antagonists and inhibitory effects on isolated myometrium from preterm and term pregnant women.

Journal: British journal of obstetrics and gynaecology 19991001

Title: Oxytocin and vasopressin constrict rat isolated uterine resistance arteries by activating vasopressin V1A receptors.

Journal: European journal of pharmacology 19990702

Title: Pharmacological characterization of the human vasopressin receptor subtypes stably expressed in Chinese hamster ovary cells.

Journal: British journal of pharmacology 19981201

Title: Mapping peptide-binding domains of the human V1a vasopressin receptor with a photoactivatable linear peptide antagonist.

Journal: The Journal of biological chemistry 19971017

Title: The human V3 pituitary vasopressin receptor: ligand binding profile and density-dependent signaling pathways.

Journal: Endocrinology 19971001

Title: Binding of [3H] SR 49059, a potent nonpeptide vasopressin V1a antagonist, to rat and human liver membranes.

Journal: Biochemical and biophysical research communications 19940227

Title: Molecular cloning, sequencing, and functional expression of a cDNA encoding the human V1a vasopressin receptor.

Journal: The Journal of biological chemistry 19940204

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Tags:150375-75-0 Molecular Formula|150375-75-0 MDL|150375-75-0 SMILES|150375-75-0 2-Pyrrolidinecarboxamide, 1-[[(2R,3S)-5-chloro-3-(2-chlorophenyl)-1-[(3,4-dimethoxyphenyl)sulfonyl]-2,3-dihydro-3-hydroxy-1H-indol-2-yl]carbonyl]-, (2S)-