REMIKIREN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C33H50N4O6S
Molecular Weight	630.838
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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=UXIGZRQVLGFTOU-VQXQMPIVSA-N

InChI=1S/C33H50N4O6S/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/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)/t25-,27+,28+,29+,30-/m1/s1

HIDE SMILES / InChI

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22193701 | https://www.ncbi.nlm.nih.gov/pubmed/8498974 | https://adisinsight.springer.com/drugs/800001789

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.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Renin 7 Target ID: P00797 Gene ID: 5972.0 Gene Symbol: REN Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/8498974	Inhibitor 8297		0.7 nM [IC50]

PubMed

Title	Date	PubMed
Discovery of remikiren as the first orally active renin inhibitor.	1993 Feb	8498974
Distribution of remikiren, a potent orally active inhibitor of human renin, in laboratory animals.	1996 Mar	8730917
The power of visual imagery in synthesis planning. Stereocontrolled approaches to CGP-60536B, a potent renin inhibitor.	2002 Jun 14	12054962
Rapid screening and characterization of drug metabolites using a new quadrupole-linear ion trap mass spectrometer.	2003 Feb	12577280
Triple quadrupole linear ion trap mass spectrometer for the analysis of small molecules and macromolecules.	2004 Aug	15329837
Renin and angiotensinogen expression and functions in growth and apoptosis of human glioblastoma.	2004 Mar 8	14997208
Aliskiren--an orally active renin inhibitor. Review of pharmacology, pharmacodynamics, kinetics, and clinical potential in the treatment of hypertension.	2007	18200801
The renin angiotensin system in the development of cardiovascular disease: role of aliskiren in risk reduction.	2008	19183745
Role of aliskiren in cardio-renal protection and use in hypertensives with multiple risk factors.	2009	19475781

Sample Use Guides

In Vivo Use Guide

Patients with essential hypertension: 600 mg orally for 8 days

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:02:27 GMT 2023` Edited by `admin` on `Fri Dec 15 16:02:27 GMT 2023`
Record UNII	LC7FBL96A4
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

REMIKIREN

Official Name

English

1H-Imidazole-5-propanamide, N-[(1S,2R,3S)-1-(cyclohexylmethyl)-3-cyclopropyl-2,3-dihydroxypropyl]-α-[[(2S)-2-[[(1,1-dimethylethyl)sulfonyl]methyl]-1-oxo-3-phenylpropyl]amino]-, (αS)-

Systematic Name

English

remikiren [INN]

Common Name

English

REMIKIREN [MART.]

Common Name

English

Remikiren [WHO-DD]

Common Name

English

(αS)-N-[(1S,2R,3S)-1-(Cyclohexylmethyl)-3-cyclopropyl-2,3-dihydroxypropyl]-α-[[(2S)-2-[[(1,1-dimethylethyl)sulfonyl]methyl]-1-oxo-3-phenylpropyl]amino]-1H-imidazole-5-propanamide

Systematic Name

English

RO-42-5892

Code

English

REMIKIREN [USAN]

Common Name

English

RO 42-5892

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C783