185913-78-4

Basic information

• Product Name: satavaptan
• Synonyms: satavaptan;SR 121463
• CAS NO: 185913-78-4
• Molecular Formula: C33H45N3O8S
• Molecular Weight: 643.7907
• Mol File: 185913-78-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.31g/cm³
• Refractive Index: 1.609
• PKA: 14.04±0.46(Predicted)
• CAS DataBase Reference: satavaptan(CAS DataBase Reference)
• NIST Chemistry Reference: satavaptan(185913-78-4)
• EPA Substance Registry System: satavaptan(185913-78-4)

Safety Data

• Hazardous Substances Data: 185913-78-4(Hazardous Substances Data)

Usage

General Description

Satavaptan is a nonpeptide arginine vasopressin V2 receptor antagonist that has been developed as a potential treatment for patients with hyponatremia and heart failure. It works by blocking the action of vasopressin, a hormone that can lead to the retention of water in the body, and thus may help to reduce water overload in these patients. Satavaptan has been studied in clinical trials with promising results, and it may offer a new therapeutic option for patients with these conditions. However, further research is needed to determine its long-term safety and efficacy.

InChI:InChI=1/C33H45N3O8S/c1-6-43-25-8-9-27-26(22-25)33(13-11-24(12-14-33)44-20-17-35-15-18-42-19-16-35)31(38)36(27)45(39,40)29-10-7-23(21-28(29)41-5)30(37)34-32(2,3)4/h7-10,21-22,24H,6,11-20H2,1-5H3,(H,34,37)

Upstream product

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• 346577-66-0 1'-benzyl-5'-ethoxyspiro[cyclohexane-1,3'-indoline]-4,2'-dione cyclic 4-ethylene ketal 
• 346577-67-1 1′-benzyl-5′-ethoxyspiro[cyclohexane-1,3′-indoline]-2′,4-dione 
• 948551-98-2 1'-benzyl-5'-ethoxy-4-hydroxyspiro[cyclohexane-1,3'-indolin]-2'-one 
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• 346577-63-7 N-benzyl-N-(4-ethoxyphenyl)-2-diazo-3-oxobutanamide 
• 346577-65-9 1-benzyl-5-ethoxy-2-indolinone 
• 346577-64-8 N-benzyl-N-(4-ethoxyphenyl)diazoacetamide 
• 156-43-4 4-Ethoxyaniline 
• 320583-54-8 4-chlorosulfonyl-3-methoxybenzoyl chloride 
• 72753-31-2 N-benzyl-N-(4-ethoxyphenyl)amine 
• 15484-91-0 N-benzylidene-4-ethoxyaniline 
• 190330-54-2 2-methoxy-4-(N-t-butylamino-carbonyl)-benzenesulfonyl chloride 
• 346577-72-8 C₂₁H₃₀N₂O₄ 

Relevant articles and documents

Total synthesis of SR 121463 A, a highly potent and selective vasopressin V2 receptor antagonist

SR 121463 A, 1, is a promising nonpeptide prototype for potent and selective antagonism of the vasopressin V2 receptor subtype and, thus, a candidate for control of the clinically debilitating condition of hyponatremia and its associated syndromes. In the present work, we present a novel and stereoselective synthesis that stems from the preparation of three key intermediates: the substituted benzenesulfonyl chloride 2, the N-protected oxindole 3, and protected dibromide 4. The synthesis of 1 has been achieved in good overall yield, each step proceeding in greater than 80% yield. In addition, intermediate 2 and the syn isomer of 1 were prepared with complete control of stereochemistry. The latter reduction appears to proceed by lithium cation mediated chelation control. Molecular mechanics calculations with the MM3* and MMFF force fields underscore geometric and energetic aspects of the reaction.