(2S)-1-[[(2R,3S)-5-CHLORO-3-(2-CHLOROPHENYL)-1-[(3,4-DIMETHOXYPHENYL)SULFONYL]-2,3-DIHYDRO-3-HYDROXY-1H-INDOL-2-YL]CARBONYL]-2-PYRROLIDINECARBOXAMIDE

Product Name: (2S)-1-[[(2R,3S)-5-CHLORO-3-(2-CHLOROPHENYL)-1-[(3,4-DIMETHOXYPHENYL)SULFONYL]-2,3-DIHYDRO-3-HYDROXY-1H-INDOL-2-YL]CARBONYL]-2-PYRROLIDINECARBOXAMIDE
CAS No.: 150375-75-0
Chemical Name: (2S)-1-[[(2R,3S)-5-CHLORO-3-(2-CHLOROPHENYL)-1-[(3,4-DIMETHOXYPHENYL)SULFONYL]-2,3-DIHYDRO-3-HYDROXY-1H-INDOL-2-YL]CARBONYL]-2-PYRROLIDINECARBOXAMIDE
Synonyms: SR 49059;reclovaptan;Relcovaptan;Relcovaptan (SR-49059);INDOL-2-YLCARBONYL)-L-PROLINAMIDE;(2S)-1-[[(2R,3S)-5-CHLORO-3-(2-CHLOROPHENYL)-1-[(3,4-DIMETHOXYPHENYL)SULFONYL]-2,3-DIHYDRO-3-HYDROXY-1H-INDOL-2-YL]CARBONYL]-2-PYRROLIDINECARBOXAMIDE;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)-
CBNumber: CB7842557
Molecular Formula: C28H27Cl2N3O7S
Formula Weight: 620.5
MOL File: 150375-75-0.mol

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(2S)-1-[[(2R,3S)-5-CHLORO-3-(2-CHLOROPHENYL)-1-[(3,4-DIMETHOXYPHENYL)SULFONYL]-2,3-DIHYDRO-3-HYDROXY-1H-INDOL-2-YL]CARBONYL]-2-PYRROLIDINECARBOXAMIDE Property

Melting point:: 158-160oC
Boiling point:: 868.0±75.0 °C(Predicted)
Density: 1.499±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: DMSO: ≥10mg/mL
form: powder
pka: 10.95±0.40(Predicted)
color: white to off-white
optical activity: [α]/D -180 to -190°, c = 0.3 in chloroform-d
Stability:: Hygroscopic

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Safety

WGK Germany: nwg

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: S5701
Product name: SR 49059
Purity: ≥97% (HPLC)
Packaging: 5mg
Price: $206
Updated: 2024/03/01

Sigma-Aldrich

Product number: S5701
Product name: SR 49059
Purity: ≥97% (HPLC)
Packaging: 25mg
Price: $812
Updated: 2024/03/01

Cayman Chemical

Product number: 17972
Product name: SR 49059
Purity: ≥98%
Packaging: 1mg
Price: $49
Updated: 2024/03/01

Cayman Chemical

Product number: 17972
Product name: SR 49059
Purity: ≥98%
Packaging: 5mg
Price: $168
Updated: 2024/03/01

Cayman Chemical

Product number: 17972
Product name: SR 49059
Purity: ≥98%
Packaging: 10mg
Price: $310
Updated: 2024/03/01

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(2S)-1-[[(2R,3S)-5-CHLORO-3-(2-CHLOROPHENYL)-1-[(3,4-DIMETHOXYPHENYL)SULFONYL]-2,3-DIHYDRO-3-HYDROXY-1H-INDOL-2-YL]CARBONYL]-2-PYRROLIDINECARBOXAMIDE Chemical Properties,Usage,Production

Uses

Relcovaptan is a selective vasopressin-1a receptor antagonist that prevents cellular swelling and provides treatment for post-traumatic brain edema.

Definition

ChEBI: (2S)-1-[[(2R,3S)-5-chloro-3-(2-chlorophenyl)-1-(3,4-dimethoxyphenyl)sulfonyl-3-hydroxy-2H-indol-2-yl]-oxomethyl]-2-pyrrolidinecarboxamide is a proline derivative.

Biological Activity

Potent and selective non-peptide vasopressin V 1A receptor antagonist; devoid of agonist activity. Displays high affinity and efficacy at both rat (K i = 1.6 nM) and human (K i = 1.1-6.3 nM) V 1A receptors. Potently antagonizes arginine vasopressin-induced effects in vitro (IC 50 = 3.7 nM for inhibition of human platelet aggregation) and is orally active in vivo .

Biochem/physiol Actions

SR 49059 is a potent and selective Arginine Vasopressin (AVP) V1a-receptor antagonist. AVP is a hormone that plays an important part in circulatory and water homoeostasis and is important in renal hemodynamic alterations, water retention, and cardiac remodeling in congestive heart failure (CHF). There are three AVP receptor subtypes V1a, V1b, and V2. All belong to the large rhodopsin-like G-protein-coupled receptor family. V(1a) antagonists improve water balance and cardiac hypertrophy in CHF and might be beneficial for the treatment of water retention and cardiac remodeling in CHF. SR 49059 has also shown initial positive results in the treatment of Raynaud′s disease, dysmenorrhoea, and tocolysis.

storage

Store at +4°C

(2S)-1-[[(2R,3S)-5-CHLORO-3-(2-CHLOROPHENYL)-1-[(3,4-DIMETHOXYPHENYL)SULFONYL]-2,3-DIHYDRO-3-HYDROXY-1H-INDOL-2-YL]CARBONYL]-2-PYRROLIDINECARBOXAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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150375-75-0, (2S)-1-[[(2R,3S)-5-CHLORO-3-(2-CHLOROPHENYL)-1-[(3,4-DIMETHOXYPHENYL)SULFONYL]-2,3-DIHYDRO-3-HYDROXY-1H-INDOL-2-YL]CARBONYL]-2-PYRROLIDINECARBOXAMIDERelated Search:

2-amino-5-chloro-diphenyl methanol 1R,2S-(-)-Norephedrine hydrochloride (1S,2S)-(+)-Pseudoephedrine hydrochloride Norpseudoephedrine hydrochloride (S)-(-)-2-AMINO-1,1-DIPHENYL-1-PROPANOL (R)-1-(3-CHLOROPHENYL)-1-HYDROXY-2-AMINOETHANE 2-CHLORO-ALPHA-[2-DIMETHYLAMINOETHYL]BENZHYDROL HYDROCHLORIDE H-D-VAL-NH2 HCL CHEMBRDG-BB 7436664 (2S)-1-[[(2R,3S)-5-CHLORO-3-(2-CHLOROPHENYL)-1-[(3,4-DIMETHOXYPHENYL)SULFONYL]-2,3-DIHYDRO-3-HYDROXY-1H-INDOL-2-YL]CARBONYL]-2-PYRROLIDINECARBOXAMIDE 2-chloroamphetamine 2-[(3,3-DIPHENYLPROPYL)AMINO]ACETAMIDE HYDROCHLORIDE (1S,2S)-(+)-PSEUDOEPHEDRINE-D3 HCL (N-METHYL-D3) (S)-(-)-1,1-DIPHENYL-2-AMINOPROPANE (+)-a-Aminomethyl-o-chlorobenzyl alcohol 2-AMINO-1-(3-CHLORO-PHENYL)-ETHANOL HCL (R)-2-AMINO-1-(3-CHLOROPHENYL) ETHANOL HYDROCHLORIDE Benzenemethanol, a-(aminomethyl)-2-chloro-, hydrochloride, (S)-

(2S)-1-[[(2R,3S)-5-CHLORO-3-(2-CHLOROPHENYL)-1-[(3,4-DIMETHOXYPHENYL)SULFONYL]-2,3-DIHYDRO-3-HYDROXY-1H-INDOL-2-YL]CARBONYL]-2-PYRROLIDINECARBOXAMIDE

INDOL-2-YLCARBONYL)-L-PROLINAMIDE

Relcovaptan

reclovaptan

SR 49059

Relcovaptan (SR-49059)

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)-

150375-75-0

C28H27Cl2N3O7S