CIZOLIRTINE CITRATE

Details

Stereochemistry	RACEMIC
Molecular Formula	C15H21N3O.C6H8O7
Molecular Weight	451.4703
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)CC(O)(CC(O)=O)C(O)=O.CN(C)CCOC(C1=CC=NN1C)C2=CC=CC=C2

InChI

InChIKey=JLKUMSHHQYQLSG-UHFFFAOYSA-N

InChI=1S/C15H21N3O.C6H8O7/c1-17(2)11-12-19-15(13-7-5-4-6-8-13)14-9-10-16-18(14)3;7-3(8)1-6(13,5(11)12)2-4(9)10/h4-10,15H,11-12H2,1-3H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)

HIDE SMILES / InChI

Molecular Formula	C15H21N3O
Molecular Weight	259.3467
Charge	0
Count

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

Molecular Formula	C6H8O7
Molecular Weight	192.1235
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10939032
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/11249967 | https://www.ncbi.nlm.nih.gov/pubmed/16409165 | http://adisinsight.springer.com/drugs/800003782

Cizolirtine is a potent analgesic in mice and rats, with an efficacy superior to that of aspirin and other nonsteroid anti-inflammatory drugs. Recent studies have shown that the analgesic effect of cizolirtine could be related, at least partially, to an inhibition of spinal substance P and calcitonin gene-related peptide release. Cizolirtine has been in clinical trials for the treatment of pain and overactive bladder. Reported adverse events are: dry mouth, dizziness, nausea, vomiting, blurred vision.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
substance P secretion 2 Target ID: GO:1990772 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10939032 \| https://www.ncbi.nlm.nih.gov/pubmed/11249967	Inhibitor 8297
Calcitonin gene-related peptide (CGRP) release 2 Target ID: Calcitonin gene-related peptide (CGRP) release Sources: https://www.ncbi.nlm.nih.gov/pubmed/11249967	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Overactive bladder 38 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19446951 https://www.ncbi.nlm.nih.gov/pubmed/18485575	Primary		Phase II 1132	Unknown Approved Use Unknown
Pain 614 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15336471 https://www.ncbi.nlm.nih.gov/pubmed/11922399 https://www.ncbi.nlm.nih.gov/pubmed/10893654	Primary		Phase II 1132	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
ABI Chem	AC1L30XJ
BOC Sciences	142155-43-9	https://www.bocsci.com/cizolirtine-cas-142155-43-9-item-58554.html
THE BioTek	bt-364262	https://www.thebiotek.com/product/others/bt-364262
iChemical	EBD3323772	http://www.ichemical.com/products/142155-43-9.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

800 mg per day during 12 weeks

Route of Administration: Oral

In Vitro Use Guide

The K+ - evoked release of substance P- like material was significantly reduced by cizolirtine at a concentration as low as 0.1 uM. This effect increased to a maximum (-27%, P<0.001) at 10 uM.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:48:44 GMT 2023` Edited by `admin` on `Fri Dec 15 15:48:44 GMT 2023`
Record UNII	8U8XC5Q8QC
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CIZOLIRTINE CITRATE

Common Name

English

(±)-5-(.ALPHA.-(2-(DIMETHYLAMINO)ETHOXY)BENZYL)-1-METHYL-1H-PYRAZOLE CITRATE

Systematic Name

English

CIZOLIRTINE CITRATE [MI]

Common Name

English

ETHANAMINE, N,N-DIMETHYL-2-((1-METHYL-1H-PYRAZOL-5-YL)PHENYLMETHOXY)-, 2-HYDROXY-1,2,3-PROPANETRICARBOXYLATE

Systematic Name

English

E-4018

Code

English

E4018

Code

English

ETHANAMINE, N,N-DIMETHYL-2-((1-METHYL-1H-PYRAZOL-5-YL)PHENYLMETHOXY)-, 2-HYDROXY-1,2,3-PROPANETRICARBOXYLATE (1:1)

Systematic Name

English

Code System Code Type Description

PUBCHEM

132411