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Details

Stereochemistry ACHIRAL
Molecular Formula C33H45N3O8S
Molecular Weight 643.791
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SATAVAPTAN

SMILES

CCOC1=CC=C2N(C(=O)[C@@]3(CC[C@@H](CC3)OCCN4CCOCC4)C2=C1)S(=O)(=O)C5=C(OC)C=C(C=C5)C(=O)NC(C)(C)C

InChI

InChIKey=QKXJWFOKVQWEDZ-VCCCEUOBSA-N
InChI=1S/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)/t24-,33+

HIDE SMILES / InChI

Molecular Formula C33H45N3O8S
Molecular Weight 643.791
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Sanofi-Synthélabo has developed satavaptan (previously known as SR121463) as a non-peptidic vasopressin V2 receptor antagonist for the potential treatment for cardiovascular indications such as congestive heart failure (CHF) and hypertension. The drug reached phase II for these indications before the studies were discontinued. Satavaptan was also studied for the potential treatment of glaucoma. In addition, this drug was involved in phase III clinical trials in patients with ascites due to cirrhosis of the liver and in in patients with dilutional hyponatremia. However, the further development of the satavaptan was discontinued in 2009.

Originator

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
oral administration once daily
Route of Administration: Oral
Substance Class Chemical
Record UNII
AJS8S3P31H
Record Status Validated (UNII)
Record Version