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Details

Stereochemistry ACHIRAL
Molecular Formula C15H16N2O2.ClH
Molecular Weight 292.761
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NAFAGREL HYDROCHLORIDE

SMILES

Cl.OC(=O)C1=CC2=C(CC(CN3C=CN=C3)CC2)C=C1

InChI

InChIKey=DRWRJLPMUWWEHY-UHFFFAOYSA-N
InChI=1S/C15H16N2O2.ClH/c18-15(19)14-4-3-12-7-11(1-2-13(12)8-14)9-17-6-5-16-10-17;/h3-6,8,10-11H,1-2,7,9H2,(H,18,19);1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C15H16N2O2
Molecular Weight 256.2997
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Nafagrel [DP 1904, SR 96325] is a thromboxane A2 synthetase inhibitor that was undergoing clinical trials with Daiichi Seiyaku, now Daiichi Pharmaceutical, for the diabetic angiopathies, lupus nephritis and Raynaud's disease in Japan. However the development of Nafagrel has been discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
The pharmacokinetics and pharmacodynamics of a new thromboxane synthetase inhibitor, 6-(1-imidazolylmethyl)-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid (DP-1904) in man after repeated oral doses.
1990 Jul
Patents

Sample Use Guides

Japanese normal male volunteers received repeated oral doses of 200 mg every 12 h for 4 doses, or 400 mg every 24 h for 2 doses, or 200 mg every 12 h for 14 doses.
Route of Administration: Oral
In Vitro Use Guide
Curator's Comment: An augmented contraction and elevated thromboxane (TX) B2 release were observed, when the isolated parenchyma from Sephadex-treated rats was stimulated by 5-hydroxytryptamine (5-HT).
In the Sephadex-induced hyperresponsiveness model, Nafagrel at the concentrations of 3 x 10(-7) to approximately 3 x 10(-6) M, reduced the augmented contraction.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:01:44 GMT 2023
Edited
by admin
on Fri Dec 15 16:01:44 GMT 2023
Record UNII
DG75QZF1GQ
Record Status Validated (UNII)
Record Version
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Name Type Language
NAFAGREL HYDROCHLORIDE
JAN  
Common Name English
2-NAPHTHALENECARBOXYLIC ACID, 5,6,7,8-TETRAHYDRO-6-(1H-IMIDAZOL-1-YLMETHYL)-, MONOHYDROCHLORIDE
Systematic Name English
(±)-DP-1904
Code English
DP-1904
Code English
NAFAGREL HYDROCHLORIDE [JAN]
Common Name English
Code System Code Type Description
FDA UNII
DG75QZF1GQ
Created by admin on Fri Dec 15 16:01:44 GMT 2023 , Edited by admin on Fri Dec 15 16:01:44 GMT 2023
PRIMARY
EPA CompTox
DTXSID20913547
Created by admin on Fri Dec 15 16:01:44 GMT 2023 , Edited by admin on Fri Dec 15 16:01:44 GMT 2023
PRIMARY
PUBCHEM
175775
Created by admin on Fri Dec 15 16:01:44 GMT 2023 , Edited by admin on Fri Dec 15 16:01:44 GMT 2023
PRIMARY
CAS
97901-22-9
Created by admin on Fri Dec 15 16:01:44 GMT 2023 , Edited by admin on Fri Dec 15 16:01:44 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
SOLVATE->ANHYDROUS
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ACTIVE MOIETY