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Details

Stereochemistry RACEMIC
Molecular Formula C23H25N
Molecular Weight 315.4513
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FENDILINE

SMILES

CC(NCCC(C1=CC=CC=C1)C2=CC=CC=C2)C3=CC=CC=C3

InChI

InChIKey=NMKSAYKQLCHXDK-UHFFFAOYSA-N
InChI=1S/C23H25N/c1-19(20-11-5-2-6-12-20)24-18-17-23(21-13-7-3-8-14-21)22-15-9-4-10-16-22/h2-16,19,23-24H,17-18H2,1H3

HIDE SMILES / InChI

Molecular Formula C23H25N
Molecular Weight 315.4513
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Fendiline or Sensit (N-(3,3-diphenylpropyl)-(1-phenylethyl)-amine), is a diphenylalkylamine blocker of L-type calcium channels. Fendiline is an anti-anginal agent for the treatment of coronary heart disease. Pharmaco-dynamically, it exerts the typical calcium as well as calmodulin antagonistic actions: inhibition of the transmembrane calcium current, smooth muscle relaxation, negative inotropism, cardioprotection, inhibition of calmodulin-activated myosin light-chain kinase and phosphodiesterase. Pharmacokinetics reveal slow onset of action and a long half-life. The anti-anginal and anti-ischaemic efficacy of fendiline has been proven in several placebo-controlled, double-blind trials. Fendiline is an FDA-approved, albeit now clinically obsolete. Additionally, fendiline is a specific inhibitor of K-Ras plasma membrane localization that also inhibits K-Ras signal output and blocks the proliferation of K-Ras-transformed tumor cells.

CNS Activity

Originator

Curator's Comment: reference retrieved from www.drugfuture.com/chemdata/fendiline.html

Approval Year

PubMed

PubMed

TitleDatePubMed
Fendiline-Induced Ca2+ movement in A10 smooth muscle cells.
2001 Mar 31
Dual effect of the antianginal drug fendiline on bladder female transitional carcinoma cells: mobilization of intracellular CA2+ and induction of cell death.
2001 May
GABA(B) receptor modulators potentiate baclofen-induced depression of dopamine neuron activity in the rat ventral tegmental area.
2005 Apr
Patents

Patents

Sample Use Guides

Pharmacokinetics in healthy volunteers: single doses of 200, 400, 600, 800, 1000, and 1200 mg; or 400 mg twice daily
Route of Administration: Oral
In Vitro Use Guide
Fendiline (100-200 microM) reduced the postsynaptic influx of calcium but did not alter calcium loss from the extracellular space into presynaptic terminals in the rat hippocampus in vitro.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:06:51 GMT 2023
Edited
by admin
on Fri Dec 15 16:06:51 GMT 2023
Record UNII
S253D559A8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FENDILINE
INN   MI   WHO-DD  
INN  
Official Name English
Fendiline [WHO-DD]
Common Name English
FENDILINE [MI]
Common Name English
fendiline [INN]
Common Name English
N-(3,3-DIPHENYLPROPYL)-.ALPHA.-METHYLBENZYLAMINE
Systematic Name English
Classification Tree Code System Code
WHO-VATC QC08EA01
Created by admin on Fri Dec 15 16:06:52 GMT 2023 , Edited by admin on Fri Dec 15 16:06:52 GMT 2023
NCI_THESAURUS C333
Created by admin on Fri Dec 15 16:06:52 GMT 2023 , Edited by admin on Fri Dec 15 16:06:52 GMT 2023
WHO-ATC C08EA01
Created by admin on Fri Dec 15 16:06:52 GMT 2023 , Edited by admin on Fri Dec 15 16:06:52 GMT 2023
Code System Code Type Description
INN
2924
Created by admin on Fri Dec 15 16:06:52 GMT 2023 , Edited by admin on Fri Dec 15 16:06:52 GMT 2023
PRIMARY
FDA UNII
S253D559A8
Created by admin on Fri Dec 15 16:06:52 GMT 2023 , Edited by admin on Fri Dec 15 16:06:52 GMT 2023
PRIMARY
ECHA (EC/EINECS)
235-915-6
Created by admin on Fri Dec 15 16:06:52 GMT 2023 , Edited by admin on Fri Dec 15 16:06:52 GMT 2023
PRIMARY
CAS
13042-18-7
Created by admin on Fri Dec 15 16:06:52 GMT 2023 , Edited by admin on Fri Dec 15 16:06:52 GMT 2023
PRIMARY
WIKIPEDIA
FENDILINE
Created by admin on Fri Dec 15 16:06:52 GMT 2023 , Edited by admin on Fri Dec 15 16:06:52 GMT 2023
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DRUG CENTRAL
1148
Created by admin on Fri Dec 15 16:06:52 GMT 2023 , Edited by admin on Fri Dec 15 16:06:52 GMT 2023
PRIMARY
DRUG BANK
DB08980
Created by admin on Fri Dec 15 16:06:52 GMT 2023 , Edited by admin on Fri Dec 15 16:06:52 GMT 2023
PRIMARY
NCI_THESAURUS
C81686
Created by admin on Fri Dec 15 16:06:52 GMT 2023 , Edited by admin on Fri Dec 15 16:06:52 GMT 2023
PRIMARY
RXCUI
4327
Created by admin on Fri Dec 15 16:06:52 GMT 2023 , Edited by admin on Fri Dec 15 16:06:52 GMT 2023
PRIMARY RxNorm
EVMPD
SUB07554MIG
Created by admin on Fri Dec 15 16:06:52 GMT 2023 , Edited by admin on Fri Dec 15 16:06:52 GMT 2023
PRIMARY
MESH
D005275
Created by admin on Fri Dec 15 16:06:52 GMT 2023 , Edited by admin on Fri Dec 15 16:06:52 GMT 2023
PRIMARY
MERCK INDEX
m5272
Created by admin on Fri Dec 15 16:06:52 GMT 2023 , Edited by admin on Fri Dec 15 16:06:52 GMT 2023
PRIMARY Merck Index
SMS_ID
100000081250
Created by admin on Fri Dec 15 16:06:52 GMT 2023 , Edited by admin on Fri Dec 15 16:06:52 GMT 2023
PRIMARY
ChEMBL
CHEMBL254832
Created by admin on Fri Dec 15 16:06:52 GMT 2023 , Edited by admin on Fri Dec 15 16:06:52 GMT 2023
PRIMARY
EPA CompTox
DTXSID5048473
Created by admin on Fri Dec 15 16:06:52 GMT 2023 , Edited by admin on Fri Dec 15 16:06:52 GMT 2023
PRIMARY
PUBCHEM
3336
Created by admin on Fri Dec 15 16:06:52 GMT 2023 , Edited by admin on Fri Dec 15 16:06:52 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY