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Details

Stereochemistry ACHIRAL
Molecular Formula C26H23ClN6OS2
Molecular Weight 535.083
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ROCEPAFANT

SMILES

COC1=CC=C(NC(=S)N2CCC3=C(C2)SC4=C3C(=NCC5=NN=C(C)N45)C6=C(Cl)C=CC=C6)C=C1

InChI

InChIKey=WBGAFGNZNGJVNW-UHFFFAOYSA-N
InChI=1S/C26H23ClN6OS2/c1-15-30-31-22-13-28-24(18-5-3-4-6-20(18)27)23-19-11-12-32(14-21(19)36-25(23)33(15)22)26(35)29-16-7-9-17(34-2)10-8-16/h3-10H,11-14H2,1-2H3,(H,29,35)

HIDE SMILES / InChI

Molecular Formula C26H23ClN6OS2
Molecular Weight 535.083
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Rocepafant (also known as BN 50730 or LAU 8080) is a hetrazepinic derivative and a platelet-activating factor (PAF) receptor antagonist. PAF is a mediator of cerebral ischemic injury and administration of rocepafant in neonatal rats was found to have a neuroprotective role, attenuating hypoxic-ischemic brain injury in neonatal rats. Combined with two other types of compounds, rocepafant was shown to modulate the stress-induced up-regulation of cycloooxygenase-2 and prostaglandin E2 in humans, which may be of potential therapeutic value in the design of treatment for complex neuroinflammatory disorders. This compound has been evaluated for treatment of asthma, arrhytmias and rheumatic disorders, but development of rocepafant has been discontinued in 2003.

Originator

Approval Year

PubMed

PubMed

TitleDatePubMed
Anti-inflammatory activities of LDP-392, a dual PAF receptor antagonist and 5-lipoxygenase inhibitor.
2001-09
Platelet-activating factor induces cyclooxygenase-2 gene expression in corneal epithelium. Requirement of calcium in the signal transduction pathway.
1997-11
Pharmacological modulation of the antigen-induced expression of the low-affinity IgE receptor (Fc epsilon RII/CD23) on rat alveolar macrophages.
1991
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:26:12 GMT 2025
Edited
by admin
on Mon Mar 31 18:26:12 GMT 2025
Record UNII
4KGX1STY2N
Record Status Validated (UNII)
Record Version
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Name Type Language
ROCEPAFANT
INN  
INN  
Official Name English
rocepafant [INN]
Preferred Name English
Classification Tree Code System Code
NCI_THESAURUS C1327
Created by admin on Mon Mar 31 18:26:12 GMT 2025 , Edited by admin on Mon Mar 31 18:26:12 GMT 2025
Code System Code Type Description
EVMPD
SUB10350MIG
Created by admin on Mon Mar 31 18:26:12 GMT 2025 , Edited by admin on Mon Mar 31 18:26:12 GMT 2025
PRIMARY
INN
7231
Created by admin on Mon Mar 31 18:26:12 GMT 2025 , Edited by admin on Mon Mar 31 18:26:12 GMT 2025
PRIMARY
PUBCHEM
3033963
Created by admin on Mon Mar 31 18:26:12 GMT 2025 , Edited by admin on Mon Mar 31 18:26:12 GMT 2025
PRIMARY
SMS_ID
100000080248
Created by admin on Mon Mar 31 18:26:12 GMT 2025 , Edited by admin on Mon Mar 31 18:26:12 GMT 2025
PRIMARY
FDA UNII
4KGX1STY2N
Created by admin on Mon Mar 31 18:26:12 GMT 2025 , Edited by admin on Mon Mar 31 18:26:12 GMT 2025
PRIMARY
ChEMBL
CHEMBL2105298
Created by admin on Mon Mar 31 18:26:12 GMT 2025 , Edited by admin on Mon Mar 31 18:26:12 GMT 2025
PRIMARY
NCI_THESAURUS
C73133
Created by admin on Mon Mar 31 18:26:12 GMT 2025 , Edited by admin on Mon Mar 31 18:26:12 GMT 2025
PRIMARY
CAS
132418-36-1
Created by admin on Mon Mar 31 18:26:12 GMT 2025 , Edited by admin on Mon Mar 31 18:26:12 GMT 2025
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY