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Details

Stereochemistry ABSOLUTE
Molecular Formula C8H20N2O6S4
Molecular Weight 368.514
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FIRIBASTAT

SMILES

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

InChI

InChIKey=HJPXZXVKLGEMGP-YUMQZZPRSA-N
InChI=1S/C8H20N2O6S4/c9-7(1-3-19(11,12)13)5-17-18-6-8(10)2-4-20(14,15)16/h7-8H,1-6,9-10H2,(H,11,12,13)(H,14,15,16)/t7-,8-/m0/s1

HIDE SMILES / InChI

Molecular Formula C8H20N2O6S4
Molecular Weight 368.514
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:17:24 GMT 2023
Edited
by admin
on Sat Dec 16 10:17:24 GMT 2023
Record UNII
638KY4573I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FIRIBASTAT
INN  
Official Name English
RB-150
Code English
(3S,3S')-4,4'-DISULFANEDIYLBIS(3-AMINOBUTANE-1-SULFONIC ACID)
Systematic Name English
QGC001
Code English
QGC-001
Code English
Firibastat [WHO-DD]
Common Name English
1-BUTANESULFONIC ACID, 4,4'-DITHIOBIS(3-AMINO-, (3S,3'S)-
Systematic Name English
firibastat [INN]
Common Name English
Code System Code Type Description
SMS_ID
300000034185
Created by admin on Sat Dec 16 10:17:24 GMT 2023 , Edited by admin on Sat Dec 16 10:17:24 GMT 2023
PRIMARY
PUBCHEM
24851355
Created by admin on Sat Dec 16 10:17:24 GMT 2023 , Edited by admin on Sat Dec 16 10:17:24 GMT 2023
PRIMARY
DRUG BANK
DB13107
Created by admin on Sat Dec 16 10:17:24 GMT 2023 , Edited by admin on Sat Dec 16 10:17:24 GMT 2023
PRIMARY
NCI_THESAURUS
C166894
Created by admin on Sat Dec 16 10:17:24 GMT 2023 , Edited by admin on Sat Dec 16 10:17:24 GMT 2023
PRIMARY
CAS
648927-86-0
Created by admin on Sat Dec 16 10:17:24 GMT 2023 , Edited by admin on Sat Dec 16 10:17:24 GMT 2023
PRIMARY
INN
10591
Created by admin on Sat Dec 16 10:17:24 GMT 2023 , Edited by admin on Sat Dec 16 10:17:24 GMT 2023
PRIMARY
FDA UNII
638KY4573I
Created by admin on Sat Dec 16 10:17:24 GMT 2023 , Edited by admin on Sat Dec 16 10:17:24 GMT 2023
PRIMARY
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RACEMATE -> ENANTIOMER
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ACTIVE MOIETY