INDIMILAST

Details

Stereochemistry	ACHIRAL
Molecular Formula	C37H40FN7O3S
Molecular Weight	681.822
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@H]1CN(CC2=CC=C(C=C2)C3=CC=CC(=C3)N4C(=O)N([C@@H]5CC[C@@H](CC5)NC(=O)C6=CSC(C)=N6)C(=O)C7=C4N=CC(F)=C7)C[C@@H](C)N1

InChI

InChIKey=MKQDRXQEQLCSON-JFAUGGILSA-N

InChI=1S/C37H40FN7O3S/c1-22-18-43(19-23(2)40-22)20-25-7-9-26(10-8-25)27-5-4-6-31(15-27)44-34-32(16-28(38)17-39-34)36(47)45(37(44)48)30-13-11-29(12-14-30)42-35(46)33-21-49-24(3)41-33/h4-10,15-17,21-23,29-30,40H,11-14,18-20H2,1-3H3,(H,42,46)/t22-,23+,29-,30+

HIDE SMILES / InChI

Description
Sources: https://worldwide.espacenet.com/publicationDetails/biblio?DB=EPODOC&II=0&ND=3&adjacent=true&locale=en_EP&FT=D&date=20080717&CC=WO&NR=2008084223A2&KC=A2 | https://worldwide.espacenet.com/publicationDetails/biblio?DB=EPODOC&II=0&ND=3&adjacent=true&locale=en_EP&FT=D&date=20170510&CC=EP&NR=3165224A1&KC=A1

Indimilast is dioxodihydropyridopyrimidine derivative patented by global pharmaceutical company AstraZeneca as phosphodiesterase IV inhibitor. Indimilast modulates lung inflammation and causes bronchodilation by increasing intracellular cyclic adenosine 3', 5'-monophosphate in airway smooth muscle and inflammatory cells. Indimilast is potentially useful in chronic obstructive pulmonary disease but its activity was never evaluated in clinical trials.

Originator

Approval Year

Patents

Name

Type

Language

indimilast [INN]

Preferred Name

English

INDIMILAST

Official Name

English

N-(CIS-4-(1-(4'-(((3R,5S)-3,5-DIMETILPIPERAZIN-1-IL)METIL)(1,1'-BIFENIL)-3-IL)-6-FLUORO-2,4-DIOXO-1,4-DIHIDROPIRIDO(2,3-D)PIRIMIDIN-3(2H)-IL)CICLOHEXIL)-2-METIL-1,3-TIAZOL-4-CARBOXAMIDA

Systematic Name

English

4-THIAZOLECARBOXAMIDE, N-(CIS-4-(1-(4'-(((3R,5S)-3,5-DIMETHYL-1-PIPERAZINYL)METHYL)(1,1'-BIPHENYL)-3-YL)-6-FLUORO-1,4-DIHYDRO-2,4-DIOXOPYRIDO(2,3-D)PYRIMIDIN-3(2H)-YL)CYCLOHEXYL)-2-METHYL-, REL-

Systematic Name

English

Code System Code Type Description

NCI_THESAURUS

C170065