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

Details

Stereochemistry RACEMIC
Molecular Formula C22H25NO3
Molecular Weight 351.4388
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PIPOXOLAN

SMILES

O=C1OC(CCN2CCCCC2)OC1(C3=CC=CC=C3)C4=CC=CC=C4

InChI

InChIKey=DXSUDONPFZKWOO-UHFFFAOYSA-N
InChI=1S/C22H25NO3/c24-21-22(18-10-4-1-5-11-18,19-12-6-2-7-13-19)26-20(25-21)14-17-23-15-8-3-9-16-23/h1-2,4-7,10-13,20H,3,8-9,14-17H2

HIDE SMILES / InChI

Description

Pipoxolan is an antispasmodic drug. In vivo, the drug inhibited the contractions of intestines caused by neostigmine, barium chloride or injection of acetylcholine. The drug possesses ganglioplegic action and inhibited the decrease in blood pressure caused by stimulation of the vagus nerve. The drug is marketed under tradename Rowapraxin worldwide for the treatment of spasms and colics in the gastrointestinal tract, gallbladder and urogenital area, bronchial spasms, spastic menstrual cramps. Recent studies have shown that pipoxalan has anticancer activity and inhibits proliferation of leukemia cells in animal models.

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Modulator
828
PubMed

PubMed

TitleDatePubMed
Pipoxolan inhibits CL1-5 lung cancer cells migration and invasion through inhibition of MMP-9 and MMP-2.
2015 Jul 5
Patents

Patents

20070116729
157
7951398
20
WO2002045693A1
31
WO2010024870A1
59
Name Type Language
PIPOXOLAN
INN   MART.   WHO-DD  
INN  
Official Name English
PIPOXOLAN [MART.]
Common Name English
Pipoxolan [WHO-DD]
Common Name English
5,5-DIPHENYL-2-(2-(1-PIPERIDINYL)ETHYL)-1,3-DIOXOLAN-4-ONE
Systematic Name English
(±)-5,5-DIPHENYL-2-(2-PIPERIDINOETHYL)-1,3-DIOXOLAN-4-ONE
Systematic Name English
pipoxolan [INN]
Common Name English
5,5-DIPHENYL-2-(2'-PIPERIDINOETHYL)-1,3-DIOXOLAN-4-ONE
Common Name English
1,3-DIOXOLAN-4-ONE, 5,5-DIPHENYL-2-(2-PIPERIDINOETHYL)-
Systematic Name English
5,5-DIPHENYL-2-(2-PIPERIDINOETHYL)-1,3-DIOXOLAN-4-ONE
Systematic Name English
1,3-DIOXOLAN-4-ONE, 5,5-DIPHENYL-2-(2-(1-PIPERIDINYL)ETHYL)-
Systematic Name English
Code System Code Type Description
EVMPD
SUB09881MIG
Created by admin on Fri Dec 15 16:59:05 GMT 2023 , Edited by admin on Fri Dec 15 16:59:05 GMT 2023
PRIMARY
INN
2862
Created by admin on Fri Dec 15 16:59:05 GMT 2023 , Edited by admin on Fri Dec 15 16:59:05 GMT 2023
PRIMARY
RXCUI
33758
Created by admin on Fri Dec 15 16:59:05 GMT 2023 , Edited by admin on Fri Dec 15 16:59:05 GMT 2023
PRIMARY RxNorm
DRUG CENTRAL
2194
Created by admin on Fri Dec 15 16:59:05 GMT 2023 , Edited by admin on Fri Dec 15 16:59:05 GMT 2023
PRIMARY
CAS
25100-40-7
Created by admin on Fri Dec 15 16:59:05 GMT 2023 , Edited by admin on Fri Dec 15 16:59:05 GMT 2023
SUPERSEDED
SMS_ID
100000082197
Created by admin on Fri Dec 15 16:59:05 GMT 2023 , Edited by admin on Fri Dec 15 16:59:05 GMT 2023
PRIMARY
EPA CompTox
DTXSID20865113
Created by admin on Fri Dec 15 16:59:05 GMT 2023 , Edited by admin on Fri Dec 15 16:59:05 GMT 2023
PRIMARY
MESH
C000121
Created by admin on Fri Dec 15 16:59:05 GMT 2023 , Edited by admin on Fri Dec 15 16:59:05 GMT 2023
PRIMARY
PUBCHEM
28932
Created by admin on Fri Dec 15 16:59:05 GMT 2023 , Edited by admin on Fri Dec 15 16:59:05 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110645
Created by admin on Fri Dec 15 16:59:05 GMT 2023 , Edited by admin on Fri Dec 15 16:59:05 GMT 2023
PRIMARY
CAS
27769-60-4
Created by admin on Fri Dec 15 16:59:05 GMT 2023 , Edited by admin on Fri Dec 15 16:59:05 GMT 2023
SUPERSEDED
CAS
23744-24-3
Created by admin on Fri Dec 15 16:59:05 GMT 2023 , Edited by admin on Fri Dec 15 16:59:05 GMT 2023
PRIMARY
FDA UNII
493GZJ5T6I
Created by admin on Fri Dec 15 16:59:05 GMT 2023 , Edited by admin on Fri Dec 15 16:59:05 GMT 2023
PRIMARY
NCI_THESAURUS
C166739
Created by admin on Fri Dec 15 16:59:05 GMT 2023 , Edited by admin on Fri Dec 15 16:59:05 GMT 2023
PRIMARY
ACTIVE MOIETY
Structure of PIPOXOLAN
SALT/SOLVATE (PARENT)
Structure of PIPOXOLAN HYDROCHLORIDE
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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