PIPOXOLAN

Possibly Marketed Outside US

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 Search

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

Molecular Formula	C22H25NO3
Molecular Weight	351.4388
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/5440391 | https://www.epgonline.org/de/archivedrugs/rowapraxin-/ | https://www.ncbi.nlm.nih.gov/pubmed/21472325

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

Targets

Primary Target	Pharmacology	Condition	Potency
regulation of relaxation of smooth muscle 3 Target ID: GO:1901080 Sources: https://www.ncbi.nlm.nih.gov/pubmed/5440391	Modulator 828

PubMed

Title	Date	PubMed
Pipoxolan inhibits CL1-5 lung cancer cells migration and invasion through inhibition of MMP-9 and MMP-2.	2015 Jul 5	25899827

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:59:05 GMT 2023` Edited by `admin` on `Fri Dec 15 16:59:05 GMT 2023`
Record UNII	493GZJ5T6I
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PIPOXOLAN

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