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Details

Stereochemistry ABSOLUTE
Molecular Formula C4H11NO3S2
Molecular Weight 185.265
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3-Amino-4-mercapto-1-butanesulfonic acid, (3S)-

SMILES

N[C@H](CS)CCS(O)(=O)=O

InChI

InChIKey=GHOHRLXVWJYYKJ-BYPYZUCNSA-N
InChI=1S/C4H11NO3S2/c5-4(3-9)1-2-10(6,7)8/h4,9H,1-3,5H2,(H,6,7,8)/t4-/m0/s1

HIDE SMILES / InChI
QGC-001 (also known as RB-150) is an aminobutane-1-sulfonic acid derivative patented by Institut National de la Sante et de la Recherche Medicale as antihypertensive agent. QGC-001 acts as aminopeptidase A inhibitor and suppress conversion of angiotensin II to angiotensin III in brain tissues Oral administration of RB150 in conscious deoxycorticosterone acetate (DOCA)–salt rats inhibited brain aminopeptidase A activity, resulting in values similar to those obtained with the brains of normotensive rats, demonstrating the central bioavailability of RB150. Oral RB150 treatment resulted in a marked dose-dependent reduction in blood pressure in DOCA-salt but not in normotensive rats. In clinical trials single oral administration of QGC001 up to 1,250 mg in healthy volunteers was well-tolerated. Following oral administration, QGC001 is absorbed via the gastrointestinal tract and converted partially into its active metabolite EC33 in plasma. As in animal experiments, in normotensive subjects QGC001 had no effect on the systemic renin-angiotensin-aldosterone parameters and on PCop concentrations, a marker of vasopressin release.

Approval Year

PubMed

PubMed

TitleDatePubMed
Randomised, double-blind, placebo-controlled, dose-escalating phase I study of QGC001, a centrally acting aminopeptidase a inhibitor prodrug.
2014 Apr
Patents

Patents

Sample Use Guides

10, 50, 125, 250, 500, 750, 1,000 and 1,250 mg
Route of Administration: Oral
Name Type Language
3-Amino-4-mercapto-1-butanesulfonic acid, (3S)-
Common Name English
(3S)-3-Amino-4-sulfanylbutane-1-sulfonic acid
Systematic Name English
(3S)-3-Amino-4-mercapto-1-butanesulfonic acid
Systematic Name English
1-Butanesulfonic acid, 3-amino-4-mercapto-, (3S)-
Systematic Name English
Code System Code Type Description
FDA UNII
DDA48ZH8UU
Created by admin on Sat Dec 16 19:20:01 UTC 2023 , Edited by admin on Sat Dec 16 19:20:01 UTC 2023
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PUBCHEM
10058237
Created by admin on Sat Dec 16 19:20:01 UTC 2023 , Edited by admin on Sat Dec 16 19:20:01 UTC 2023
PRIMARY
CAS
232261-88-0
Created by admin on Sat Dec 16 19:20:01 UTC 2023 , Edited by admin on Sat Dec 16 19:20:01 UTC 2023
PRIMARY