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

Details

Stereochemistry RACEMIC
Molecular Formula C21H25NO2.ClH
Molecular Weight 359.89
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PIPERIDOLATE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=RBGWCEWDAHDPEH-UHFFFAOYSA-N
InChI=1S/C21H25NO2.ClH/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;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 C21H25NO2
Molecular Weight 323.4287
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

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
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
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:17:13 GMT 2023
Edited
by admin
on Fri Dec 15 18:17:13 GMT 2023
Record UNII
57UA660ILV
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PIPERIDOLATE HYDROCHLORIDE
JAN   MART.   MI   USP-RS   WHO-DD  
Systematic Name English
PIPERIDOLATE HYDROCHLORIDE [MART.]
Common Name English
1-Ethyl-3-piperidyl diphenylacetate hydrochloride
Systematic Name English
ACETIC ACID, DIPHENYL-, 1-ETHYL-3-PIPERIDYL ESTER HYDROCHLORIDE
Common Name English
DACTIL HYDROCHLORIDE
Common Name English
BENZENEACETIC ACID, .ALPHA.-PHENYL-, 1-ETHYL-3-PIPERIDINYL ESTER, HYDROCHLORIDE (1:1)
Common Name English
PIPERIDOLATE HCL
Common Name English
PIPERIDOLATE HYDROCHLORIDE [MI]
Common Name English
Piperidolate hydrochloride [WHO-DD]
Common Name English
3-PIPERIDINOL, 1-ETHYL-, DIPHENYLACETATE (ESTER), HYDROCHLORIDE
Common Name English
NSC-4349
Code English
CRAPINON
Brand Name English
BENZENEACETIC ACID, .ALPHA.-PHENYL-, 1-ETHYL-3-PIPERIDINYL ESTER, HYDROCHLORIDE
Common Name English
PIPERIDOLATE HYDROCHLORIDE [JAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66880
Created by admin on Fri Dec 15 18:17:13 GMT 2023 , Edited by admin on Fri Dec 15 18:17:13 GMT 2023
Code System Code Type Description
EVMPD
SUB14892MIG
Created by admin on Fri Dec 15 18:17:13 GMT 2023 , Edited by admin on Fri Dec 15 18:17:13 GMT 2023
PRIMARY
NSC
4349
Created by admin on Fri Dec 15 18:17:13 GMT 2023 , Edited by admin on Fri Dec 15 18:17:13 GMT 2023
PRIMARY
CAS
8055-12-7
Created by admin on Fri Dec 15 18:17:13 GMT 2023 , Edited by admin on Fri Dec 15 18:17:13 GMT 2023
SUPERSEDED
RXCUI
102170
Created by admin on Fri Dec 15 18:17:13 GMT 2023 , Edited by admin on Fri Dec 15 18:17:13 GMT 2023
PRIMARY RxNorm
NCI_THESAURUS
C81453
Created by admin on Fri Dec 15 18:17:13 GMT 2023 , Edited by admin on Fri Dec 15 18:17:13 GMT 2023
PRIMARY
PUBCHEM
8520
Created by admin on Fri Dec 15 18:17:13 GMT 2023 , Edited by admin on Fri Dec 15 18:17:13 GMT 2023
PRIMARY
SMS_ID
100000079477
Created by admin on Fri Dec 15 18:17:13 GMT 2023 , Edited by admin on Fri Dec 15 18:17:13 GMT 2023
PRIMARY
ECHA (EC/EINECS)
204-964-5
Created by admin on Fri Dec 15 18:17:13 GMT 2023 , Edited by admin on Fri Dec 15 18:17:13 GMT 2023
PRIMARY
EPA CompTox
DTXSID6045292
Created by admin on Fri Dec 15 18:17:13 GMT 2023 , Edited by admin on Fri Dec 15 18:17:13 GMT 2023
PRIMARY
MESH
C010293
Created by admin on Fri Dec 15 18:17:13 GMT 2023 , Edited by admin on Fri Dec 15 18:17:13 GMT 2023
PRIMARY
FDA UNII
57UA660ILV
Created by admin on Fri Dec 15 18:17:13 GMT 2023 , Edited by admin on Fri Dec 15 18:17:13 GMT 2023
PRIMARY
CAS
129-77-1
Created by admin on Fri Dec 15 18:17:13 GMT 2023 , Edited by admin on Fri Dec 15 18:17:13 GMT 2023
PRIMARY
ChEMBL
CHEMBL1623992
Created by admin on Fri Dec 15 18:17:13 GMT 2023 , Edited by admin on Fri Dec 15 18:17:13 GMT 2023
PRIMARY
MERCK INDEX
m8852
Created by admin on Fri Dec 15 18:17:13 GMT 2023 , Edited by admin on Fri Dec 15 18:17:13 GMT 2023
PRIMARY Merck Index
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