DERSALAZINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C35H32N6O4
Molecular Weight	600.6664
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=NC2=CN=CC=C2N1CC3CCN(CC3)C(=O)\C=C(\C4=CC=CC=C4)C5=CC=C(C=C5)\N=N\C6=CC=C(O)C(=C6)C(O)=O

InChI

InChIKey=AYEAMZDTWLXZIJ-RKOUKRECSA-N

InChI=1S/C35H32N6O4/c1-23-37-31-21-36-16-13-32(31)41(23)22-24-14-17-40(18-15-24)34(43)20-29(25-5-3-2-4-6-25)26-7-9-27(10-8-26)38-39-28-11-12-33(42)30(19-28)35(44)45/h2-13,16,19-21,24,42H,14-15,17-18,22H2,1H3,(H,44,45)/b29-20-,39-38+

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10952687 | https://www.ncbi.nlm.nih.gov/pubmed/14671485 | https://www.ncbi.nlm.nih.gov/pubmed/25192498 | https://adisinsight.springer.com/drugs/800011137

Dersalazine is a locally-acting compound. It is a potent platelet activating factor (PAF)-antagonist. Dersalazine inhibited IL-1beta or TNF-alpha production in THP-1 or U937 cells, respectively. Dersalazine sodium reduced colonic proinflammatory cytokines IL-1b, IL-6, and IL-17 in dextran sodium sulphate (DSS)–induced colitis. After oral administration, dersalazine sodium is mostly unabsorbed until it reaches the large bowel where the azo bond is reduced by bacteria releasing the active compound. Dersalazine had been in phase I clinical trial for the treatment of ulcerative colitis. No serious adverse reactions were detected in clinical trial. However, no recent development has been reported.

Approval Year

Sample Use Guides

In Vivo Use Guide

1200 mg/12 h for 4 weeks

Route of Administration: Oral

Name

Type

Language

DERSALAZINE

Official Name

English

dersalazine [INN]

Common Name

English

Dersalazine [WHO-DD]

Common Name

English

UR-12746

Code

English

2-HYDROXY-5-((4-((1Z)-3-(4-((2-METHYL-1H-IMIDAZO(4,5-C)PYRIDIN-1-YL)METHYL)PIPERIDIN-1-YL)-3-OXO-1-PHENYLPROP-1-ENYL)PHENYL)DIAZENYL)BENZOIC ACID

Systematic Name

English

BENZOIC ACID, 2-HYDROXY-5-((4-((1Z)-3-(4-((2-METHYL-1H-IMIDAZO(4,5-C)PYRIDIN-1-YL)METHYL)-1-PIPERIDINYL)-3-OXO-1-PHENYL-1-PROPENYL)PHENYL)AZO)-

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C308