U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C21H25NO2
Molecular Weight 323.4287
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PIPERIDOLATE

SMILES

CCN1CCCC(C1)OC(=O)C(C2=CC=CC=C2)C3=CC=CC=C3

InChI

InChIKey=KTHVBAZBLKXIHZ-UHFFFAOYSA-N
InChI=1S/C21H25NO2/c1-2-22-15-9-14-19(16-22)24-21(23)20(17-10-5-3-6-11-17)18-12-7-4-8-13-18/h3-8,10-13,19-20H,2,9,14-16H2,1H3

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including http://ci.nii.ac.jp/naid/130000758098

Piperidolate hydrochloride is an antimuscarinic, inhibits intestinal cramp induced by acetylcholine (rats and dogs. It’s usually used to kill the cramp-like pain of gastric/duodenal ulcer, gastritis, enteritis, gallstones, cholecystitis and biliary tract dyskinesia and to improve some symptoms in threatened miscarriage/premature delivery. Piperidolate blocked the contraction of ACh, Ba ++ and electrical stimulations on the isolated rat, mouse and guinea-pig ileum and trachea. In guinea-pig teania caeci, piperidolate like papaverine blocked specifically the tonic response, however, piperidolate in high doses completely blocked both spike and tonic responses. These results indicate that spasmolytic action of piperidolate like that of papaverine may depend upon inhibition of the release of store Ca++. Moreover piperidolate, given at high doses, may inhibit the contractile elements in the smooth muscle. In the rat uterus pretreated with sex hormones, piperidolate nonspecifically blocked the contraction of ACh, Ba ++ and oxytocin and sex hormones had no influence on the spasmolytic action of piperidolate.

Approval Year

Overview

Overview

CYP3A4CYP2C9CYP2D6hERG


OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
no [Activation >15.8489 uM]
yes [Activation 15.8489 uM]
yes [Inhibition 10 uM]
yes [Inhibition 10 uM]
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
PIPERIDOLATE hydrochloride.
1957 May 18
Patents

Patents

Sample Use Guides

The usual adult dosage of this product for oral use is 150 to 200 mg (3 or 4 tablets) of Piperidolate hydrochloride daily in 3 or 4 divided doses.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
PIPERIDOLATE
INN   MI   WHO-DD  
INN  
Official Name English
piperidolate [INN]
Common Name English
Piperidolate [WHO-DD]
Common Name English
BENZENEACETIC ACID, .ALPHA.-PHENYL-, 1-ETHYL-3-PIPERIDINYL ESTER
Common Name English
1-ETHYL-3-PIPERIDYL DIPHENYLACETATE
Systematic Name English
ACETIC ACID, DIPHENYL-, 1-ETHYL-3-PIPERIDYL ESTER
Common Name English
JB-305
Code English
N-ETHYL-3-PIPERIDYL DIPHENYLACETATE
Systematic Name English
PIPERIDOLATE [MI]
Common Name English
DACTIL
Brand Name English
3-PIPERIDINOL, 1-ETHYL-, DIPHENYLACETATE (ESTER)
Common Name English
1087-A.N.
Code English
Classification Tree Code System Code
WHO-VATC QA03AA30
Created by admin on Fri Dec 15 18:12:21 UTC 2023 , Edited by admin on Fri Dec 15 18:12:21 UTC 2023
WHO-ATC A03AA30
Created by admin on Fri Dec 15 18:12:21 UTC 2023 , Edited by admin on Fri Dec 15 18:12:21 UTC 2023
Code System Code Type Description
INN
629
Created by admin on Fri Dec 15 18:12:21 UTC 2023 , Edited by admin on Fri Dec 15 18:12:21 UTC 2023
PRIMARY
EPA CompTox
DTXSID7048164
Created by admin on Fri Dec 15 18:12:21 UTC 2023 , Edited by admin on Fri Dec 15 18:12:21 UTC 2023
PRIMARY
FDA UNII
RJO31255V9
Created by admin on Fri Dec 15 18:12:21 UTC 2023 , Edited by admin on Fri Dec 15 18:12:21 UTC 2023
PRIMARY
ChEMBL
CHEMBL1623992
Created by admin on Fri Dec 15 18:12:21 UTC 2023 , Edited by admin on Fri Dec 15 18:12:21 UTC 2023
PRIMARY
ECHA (EC/EINECS)
201-449-7
Created by admin on Fri Dec 15 18:12:21 UTC 2023 , Edited by admin on Fri Dec 15 18:12:21 UTC 2023
PRIMARY
MERCK INDEX
m8852
Created by admin on Fri Dec 15 18:12:21 UTC 2023 , Edited by admin on Fri Dec 15 18:12:21 UTC 2023
PRIMARY Merck Index
RXCUI
59064
Created by admin on Fri Dec 15 18:12:21 UTC 2023 , Edited by admin on Fri Dec 15 18:12:21 UTC 2023
PRIMARY RxNorm
EVMPD
SUB09870MIG
Created by admin on Fri Dec 15 18:12:21 UTC 2023 , Edited by admin on Fri Dec 15 18:12:21 UTC 2023
PRIMARY
DRUG CENTRAL
2190
Created by admin on Fri Dec 15 18:12:21 UTC 2023 , Edited by admin on Fri Dec 15 18:12:21 UTC 2023
PRIMARY
DRUG BANK
DB13351
Created by admin on Fri Dec 15 18:12:21 UTC 2023 , Edited by admin on Fri Dec 15 18:12:21 UTC 2023
PRIMARY
CAS
82-98-4
Created by admin on Fri Dec 15 18:12:21 UTC 2023 , Edited by admin on Fri Dec 15 18:12:21 UTC 2023
PRIMARY
MESH
C010293
Created by admin on Fri Dec 15 18:12:21 UTC 2023 , Edited by admin on Fri Dec 15 18:12:21 UTC 2023
PRIMARY
NCI_THESAURUS
C170322
Created by admin on Fri Dec 15 18:12:21 UTC 2023 , Edited by admin on Fri Dec 15 18:12:21 UTC 2023
PRIMARY
WIKIPEDIA
PIPERIDOLATE
Created by admin on Fri Dec 15 18:12:21 UTC 2023 , Edited by admin on Fri Dec 15 18:12:21 UTC 2023
PRIMARY
SMS_ID
100000081985
Created by admin on Fri Dec 15 18:12:21 UTC 2023 , Edited by admin on Fri Dec 15 18:12:21 UTC 2023
PRIMARY
PUBCHEM
4839
Created by admin on Fri Dec 15 18:12:21 UTC 2023 , Edited by admin on Fri Dec 15 18:12:21 UTC 2023
PRIMARY