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Details

Stereochemistry ABSOLUTE
Molecular Formula C33H50N4O6S.CH4O3S
Molecular Weight 726.944
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of REMIKIREN MESYLATE

SMILES

CS(O)(=O)=O.CC(C)(C)S(=O)(=O)C[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC2=CNC=N2)C(=O)N[C@@H](CC3CCCCC3)[C@@H](O)[C@@H](O)C4CC4

InChI

InChIKey=LYIKIXHUJZIDKE-KTASVBIRSA-N
InChI=1S/C33H50N4O6S.CH4O3S/c1-33(2,3)44(42,43)20-25(16-22-10-6-4-7-11-22)31(40)37-28(18-26-19-34-21-35-26)32(41)36-27(17-23-12-8-5-9-13-23)30(39)29(38)24-14-15-24;1-5(2,3)4/h4,6-7,10-11,19,21,23-25,27-30,38-39H,5,8-9,12-18,20H2,1-3H3,(H,34,35)(H,36,41)(H,37,40);1H3,(H,2,3,4)/t25-,27+,28+,29+,30-;/m1./s1

HIDE SMILES / InChI

Molecular Formula CH4O3S
Molecular Weight 96.106
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C33H50N4O6S
Molecular Weight 630.838
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Remikiren (Ro 42-5892) is a very potent renin inhibitor in vitro and in vivo. Clinical results show that remikiren is a potent orally active renin inhibitor inducing a long lasting blood pressure decrease. Remikiren development has been discontinued.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P00797
Gene ID: 5972.0
Gene Symbol: REN
Target Organism: Homo sapiens (Human)
0.7 nM [IC50]
PubMed

PubMed

TitleDatePubMed
Discovery of remikiren as the first orally active renin inhibitor.
1993 Feb
Distribution of remikiren, a potent orally active inhibitor of human renin, in laboratory animals.
1996 Mar
The power of visual imagery in synthesis planning. Stereocontrolled approaches to CGP-60536B, a potent renin inhibitor.
2002 Jun 14
Rapid screening and characterization of drug metabolites using a new quadrupole-linear ion trap mass spectrometer.
2003 Feb
Triple quadrupole linear ion trap mass spectrometer for the analysis of small molecules and macromolecules.
2004 Aug
Renin and angiotensinogen expression and functions in growth and apoptosis of human glioblastoma.
2004 Mar 8
Aliskiren, a novel, orally effective renin inhibitor, lowers blood pressure in marmosets and spontaneously hypertensive rats.
2005 Feb
Functional expression of the renin-angiotensin system in human podocytes.
2006 Mar
Aliskiren--an orally active renin inhibitor. Review of pharmacology, pharmacodynamics, kinetics, and clinical potential in the treatment of hypertension.
2007
Renin inhibition with aliskiren in hypertension: focus on aliskiren/hydrochlorothiazide combination therapy.
2008
The renin angiotensin system in the development of cardiovascular disease: role of aliskiren in risk reduction.
2008
Purification and characterization of recombinant human renin for X-ray crystallization studies.
2008 Jun 26
Newly developed renin and prorenin assays and the clinical evaluation of renin inhibitors.
2008 May
Role of aliskiren in cardio-renal protection and use in hypertensives with multiple risk factors.
2009

Sample Use Guides

Patients with essential hypertension: 600 mg orally for 8 days
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:31:12 UTC 2023
Edited
by admin
on Fri Dec 15 15:31:12 UTC 2023
Record UNII
1Y25T426Y9
Record Status Validated (UNII)
Record Version
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Name Type Language
REMIKIREN MESYLATE
Common Name English
1H-IMIDAZOLE-4-PROPANAMIDE, N-(1-(CYCLOHEXYLMETHYL)-3-CYCLOPROPYL-2,3-DIHYDROXYPROPYL)-.ALPHA.-((2-(((1,1-DIMETHYLETHYL)SULFONYL)METHYL)-1-OXO-3-PHENYLPROPYL)AMINO)-, (1S-(1R*(R*(R*)),2S*,3R*))-, MONOMETHANESULFONATE (SALT)
Systematic Name English
REMIKIREN MESILATE
Common Name English
Code System Code Type Description
FDA UNII
1Y25T426Y9
Created by admin on Fri Dec 15 15:31:12 UTC 2023 , Edited by admin on Fri Dec 15 15:31:12 UTC 2023
PRIMARY
CAS
141078-87-7
Created by admin on Fri Dec 15 15:31:12 UTC 2023 , Edited by admin on Fri Dec 15 15:31:12 UTC 2023
PRIMARY
PUBCHEM
131634716
Created by admin on Fri Dec 15 15:31:12 UTC 2023 , Edited by admin on Fri Dec 15 15:31:12 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE