ChemicalBook > CAS DataBase List > (2S,4R)-1-[(R)-5-CHLORO-1-(2,4-DIMETHOXY-BENZENESULFONYL)-3-(2-METHOXY-PHENYL)-2-OXO-2,3-DIHYDRO-1H-INDOL-3-YL]-4-HYDROXY-PYRROLIDINE-2-CARBOXYLIC ACID DIMETHYLAMIDE

(2S,4R)-1-[(R)-5-CHLORO-1-(2,4-DIMETHOXY-BENZENESULFONYL)-3-(2-METHOXY-PHENYL)-2-OXO-2,3-DIHYDRO-1H-INDOL-3-YL]-4-HYDROXY-PYRROLIDINE-2-CARBOXYLIC ACID DIMETHYLAMIDE

Product Name
(2S,4R)-1-[(R)-5-CHLORO-1-(2,4-DIMETHOXY-BENZENESULFONYL)-3-(2-METHOXY-PHENYL)-2-OXO-2,3-DIHYDRO-1H-INDOL-3-YL]-4-HYDROXY-PYRROLIDINE-2-CARBOXYLIC ACID DIMETHYLAMIDE
CAS No.
439687-69-1
Chemical Name
(2S,4R)-1-[(R)-5-CHLORO-1-(2,4-DIMETHOXY-BENZENESULFONYL)-3-(2-METHOXY-PHENYL)-2-OXO-2,3-DIHYDRO-1H-INDOL-3-YL]-4-HYDROXY-PYRROLIDINE-2-CARBOXYLIC ACID DIMETHYLAMIDE
Synonyms
NB-415;Nelivaptan;SSR 149415;Nelivaptan(SSR-149,415);SSR 149415 - Nelivaptan;(2S,4R)-1-[(3R)-5-chloro-1-(2,4-dimethoxyphenyl)sulfonyl-3-(2-methoxyphenyl)-2-oxoindol-3-yl]-4-hydroxy-N,N-dimethylpyrrolidine-2-carboxamide;(2S,4R)-1-((R)-5-Chloro-1-((2,4-dimethoxyphenyl)sulfonyl)-3-(2-methoxyphenyl)-2-oxoindolin-3-yl)-4-hydroxy-N,N-dimethylpyrrolidine-2-carboxamide;(2S,4R)-1-[(3R)-5-Chloro-1-[(2,4-dimethoxyphenyl)sulfonyl]-2,3-dihydro-3-(2-methoxyphenyl)-2-oxo-1H-indol-3-yl]-4-hydroxy-N,N-dimethyl-2-pyrrolidinecarboxamide;2-PYRROLIDINECARBOXAMIDE, 1-[(3R)-5-CHLORO-1-[(2,4-DIMETHOXYPHENYL)SULFONYL]-2,3-DIHYDRO-3-(2-METHOXYPHENYL)-2-OXO-1H-INDOL-3-YL]-4-HYDROXY-N,N-DIMETHYL-, (2S,4R)-;(2S,4R)-1-[(R)-5-CHLORO-1-(2,4-DIMETHOXY-BENZENESULFONYL)-3-(2-METHOXY-PHENYL)-2-OXO-2,3-DIHYDRO-1H-INDOL-3-YL]-4-HYDROXY-PYRROLIDINE-2-CARBOXYLIC ACID DIMETHYLAMIDE
CBNumber
CB02448473
Molecular Formula
C30H32ClN3O8S
Formula Weight
630.11
MOL File
439687-69-1.mol
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(2S,4R)-1-[(R)-5-CHLORO-1-(2,4-DIMETHOXY-BENZENESULFONYL)-3-(2-METHOXY-PHENYL)-2-OXO-2,3-DIHYDRO-1H-INDOL-3-YL]-4-HYDROXY-PYRROLIDINE-2-CARBOXYLIC ACID DIMETHYLAMIDE Property

Boiling point:
799.7±70.0 °C(Predicted)
Density 
1.414±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
63.01mg/ml in DMSO; 63.01mg/ml in ethanol
pka
14.14±0.40(Predicted)
form 
Solid
color 
White to off-white
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P314Get medical advice/attention if you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Tocris
Product number
6195
Product name
SSR149415
Purity
≥98%(HPLC)
Packaging
10
Price
$218
Updated
2021/12/16
Tocris
Product number
6195
Product name
SSR149415
Purity
≥98%(HPLC)
Packaging
50
Price
$917
Updated
2021/12/16
TRC
Product number
S684528
Product name
SSR149415
Packaging
0.5mg
Price
$125
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0004743
Product name
(2S,4R)-1-(5-CHLORO-1-((2,4-DIMETHOXYPHENYL)SULFONYL)-3-(2-METHOXYPHENYL)-2-OXO-2,3-DIHYDRO-1H-INDOL-3-YL)-4-HYDROXY-N,N-DIMETHYL-2-PYRROLIDINECARBOXAMIDE
Purity
95.00%
Packaging
5MG
Price
$320.1
Updated
2021/12/16
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(2S,4R)-1-[(R)-5-CHLORO-1-(2,4-DIMETHOXY-BENZENESULFONYL)-3-(2-METHOXY-PHENYL)-2-OXO-2,3-DIHYDRO-1H-INDOL-3-YL]-4-HYDROXY-PYRROLIDINE-2-CARBOXYLIC ACID DIMETHYLAMIDE Chemical Properties,Usage,Production

Uses

SSR 149415 is a vasopressin V1b receptor antagonist.

Biological Activity

SSR149415 is an orally active, selective vasopressin V1b receptor antagonist (human/r at Ki in nM = 1.5/1.3/V1b, 91/1050/V1a, 1412/2897/V2, 174/270/OT) th at inhibits 30 nM AVP-induced Ca2+ response in human and r at V1b CHO transfectants (Ki = 1.26/2.0 nM). SSR149415 suppresses AVP-mediated physiological responses in vivo, including corticotropin secretion (1-30 mg/kg p.o. or i.p. in rats) upon exogenous AVP administration (0.3 μg/kg alone or 0.03 μg/kg with 0.1 μg corticoliberin/kg via i.v.), restraint stress-Induced corticotropin secretion (EC50 = 10 mg/kg i.p. in rats), and in a murine model of anxiety (four-plate test; 1-10 mg/kg i.p. or 3-10 mg/kg p.o. acute or 10 mg/kg/day p.o.).

in vivo

Nelivaptan (1-30 mg/kg; 30 min i.p. or 2 h p.o. before an exogenous AVP injection) inhibits exogenous AVP-induced increase in plasma corticotropin in Sprague-Dawley rats[1].
Nelivaptan (1-10 mg/kg; p.o.; 1, 2, 3, 4, and 6 h before the AVP challenge) produces powerful dose-dependent inhibition of the corticotropin increase in response to exogenous AVP plus corticotropin-releasing factor (CRF) in Sprague-Dawley rats[1].
Nelivaptan (1-10 mg/kg; i.p. 30 min or 60 min before test; or p.o. for 7 days) displays anxiolytic-like activity after acute and 7-day repeated administrations in male NMRI mice [1].
Nelivaptan (30 mg/kg; i.p.; daily for two weeks) retains efficacy in reducing both measured indices of depression-like behavior (learned helplessness and anhedonia), even when neurogenesis is blocked in male Wistar rats with chronic mild stress[2].

Animal Model:Male Wistar rats (300-400 g, aged 3 months) with chronic mild stress[2]
Dosage:30 mg/kg
Administration:Intraperitoneal injection (i.p.); daily for two weeks
Result:Chronic administration reversed learned helplessness and anhedonia even when methylazoxymethanol (MAM) was administered.
Attenuated these depressive-like behaviors after 1 week.
Restored the density of Ki-67-positive cells to control levels.
Animal Model:Male Sprague-Dawley CD rats (275-300 g)[1]
Dosage:1, 3, 10, 30 mg/kg
Administration:Intraperitoneal injection (i.p.) or Oral gavage (p.o.); 30 min i.p. or 2 h p.o. before an exogenous AVP injection
Result:Antagonized AVP-induced corticotropin secretion in a dose-dependent manner by both intraperitoneal and oral routes.
The inhibition was significant from 10 mg/kg p.o. and 3 mg/kg i.p. upwards.
The inhibitory action lasted significantly for more than 2 h at 10 mg/kg i.p. and up to 4 h at 10 mg/kg p.o..
Had no effect on basal corticotropin plasma levels up to 30 mg/kg p.o..
Animal Model:Male Sprague-Dawley CD rats (275-300 g)[1]
Dosage:1, 3, 10 mg/kg
Administration:Oral gavage (p.o.); 1, 2, 3, 4, and 6 h before the AVP challenge (10 mg/kg)
Result:Produced powerful dose-dependent inhibition of the corticotropin increase in response to exogenous AVP plus corticoliberin; the effect was significant from the dose of 3 mg/kg p.o.. Complete blockade was achieved at 10 mg/kg.
Showed a fast onset of action, the inhibitory effect was maximal at 1 h after administration.
The inhibitory effect on corticotropin secretion lasted significantly more than 4 h, demonstrating a long-lasting oral effect in a specific V1b-related model.
Animal Model:Male NMRI mice (20 g)[1]
Dosage:1, 3, 10 mg/kg
Administration:Intraperitoneal injection (i.p.) or Oral gavage (p.o.); i.p. (1, 3, 10 mg/kg) 30 min or 60 min befeore; p.o. (10 mg/kg) for 7 days,
Result:In the acute experiments, i.p. and p.o. compound increased the number of punished crossings showing marked anxiolytic effects.
Post hoc analysis revealed that these effects reached statistical significance from 3 mg/kg p.o. and i.p.
The anxiolytic-like activity was still significantly maintained when given repeatedly at 10 mg/kg p.o. for 7 days.
The oral time course of the anxiolytic-like action performed at 10 mg/kg indicated that effects lasted for more than 4 h.

storage

Store at -20°C

(2S,4R)-1-[(R)-5-CHLORO-1-(2,4-DIMETHOXY-BENZENESULFONYL)-3-(2-METHOXY-PHENYL)-2-OXO-2,3-DIHYDRO-1H-INDOL-3-YL]-4-HYDROXY-PYRROLIDINE-2-CARBOXYLIC ACID DIMETHYLAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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(2S,4R)-1-[(R)-5-CHLORO-1-(2,4-DIMETHOXY-BENZENESULFONYL)-3-(2-METHOXY-PHENYL)-2-OXO-2,3-DIHYDRO-1H-INDOL-3-YL]-4-HYDROXY-PYRROLIDINE-2-CARBOXYLIC ACID DIMETHYLAMIDE Suppliers

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Bide Pharmatech Ltd.
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Hangzhou Runyan Medical Technology Co., LTD
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571-13989459766 18112526015
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RD International Technology Co., Limited
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View Lastest Price from (2S,4R)-1-[(R)-5-CHLORO-1-(2,4-DIMETHOXY-BENZENESULFONYL)-3-(2-METHOXY-PHENYL)-2-OXO-2,3-DIHYDRO-1H-INDOL-3-YL]-4-HYDROXY-PYRROLIDINE-2-CARBOXYLIC ACID DIMETHYLAMIDE manufacturers

HangZhou RunYan Pharma Technology Co.,LTD.
Product
Nelivaptan(SSR-149415) 439687-69-1
Price
US $0.00-0.00/g
Min. Order
1g
Purity
99.0%min. HPLC
Supply Ability
10000
Release date
2024-09-19

439687-69-1, (2S,4R)-1-[(R)-5-CHLORO-1-(2,4-DIMETHOXY-BENZENESULFONYL)-3-(2-METHOXY-PHENYL)-2-OXO-2,3-DIHYDRO-1H-INDOL-3-YL]-4-HYDROXY-PYRROLIDINE-2-CARBOXYLIC ACID DIMETHYLAMIDERelated Search:

(S)-(-)-N-ISOPROPYL-1-PHENYLETHYLAMINE HYDROCHLORIDE (R)-N-(2-PROPYL)-1-PHENYLETHYLAMINE HYDROCHLORIDE (R)-(+)-1-Benzyl-3-pyrrolidinol (R)-1-(3-Chlorophenyl)ethanamine (S)-1-(2-Methoxyphenyl)ethylamine 2-(Diisopropylamino)ethanol hydrochloride (R)-1-(2-Methoxyphenyl)ethylamine (S)-1-(3-Chlorophenyl)ethylamine (2S,4R)-1-[(R)-5-CHLORO-1-(2,4-DIMETHOXY-BENZENESULFONYL)-3-(2-METHOXY-PHENYL)-2-OXO-2,3-DIHYDRO-1H-INDOL-3-YL]-4-HYDROXY-PYRROLIDINE-2-CARBOXYLIC ACID DIMETHYLAMIDE (1-ISOPROPYL-2-PYRROLIDINYL)METHYLAMINE 2-PHENYL-2-PYRROLIDINYLETHYLAMINE 2-(3-chlorophenyl)-2-pyrrolidin-1-ylethanamine H-PHG-NH2 HCL 1-(3-CHLOROPHENYL)-N1,N1-DIMETHYL-1,2-ETHANEDIAMINE 1-(alpha-Methylbenzyl)pyrrolidine hydrochloride (1-Isopropyl-2-pyrrolidinyl)-N-methylmethanamine 2-phenyl-2-pyrrolidin-1-ylacetamide 2-(Diethylamino)-2-phenylacetamide hydrochloride

  • (2S,4R)-1-[(R)-5-CHLORO-1-(2,4-DIMETHOXY-BENZENESULFONYL)-3-(2-METHOXY-PHENYL)-2-OXO-2,3-DIHYDRO-1H-INDOL-3-YL]-4-HYDROXY-PYRROLIDINE-2-CARBOXYLIC ACID DIMETHYLAMIDE
  • 2-PYRROLIDINECARBOXAMIDE, 1-[(3R)-5-CHLORO-1-[(2,4-DIMETHOXYPHENYL)SULFONYL]-2,3-DIHYDRO-3-(2-METHOXYPHENYL)-2-OXO-1H-INDOL-3-YL]-4-HYDROXY-N,N-DIMETHYL-, (2S,4R)-
  • Nelivaptan
  • Nelivaptan(SSR-149,415)
  • (2S,4R)-1-[(3R)-5-chloro-1-(2,4-dimethoxyphenyl)sulfonyl-3-(2-methoxyphenyl)-2-oxoindol-3-yl]-4-hydroxy-N,N-dimethylpyrrolidine-2-carboxamide
  • SSR 149415
  • (2S,4R)-1-[(3R)-5-Chloro-1-[(2,4-dimethoxyphenyl)sulfonyl]-2,3-dihydro-3-(2-methoxyphenyl)-2-oxo-1H-indol-3-yl]-4-hydroxy-N,N-dimethyl-2-pyrrolidinecarboxamide
  • SSR 149415 - Nelivaptan
  • (2S,4R)-1-((R)-5-Chloro-1-((2,4-dimethoxyphenyl)sulfonyl)-3-(2-methoxyphenyl)-2-oxoindolin-3-yl)-4-hydroxy-N,N-dimethylpyrrolidine-2-carboxamide
  • NB-415
  • 439687-69-1
  • C30H32ClN3O8S