LAVOLTIDINE SUCCINATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	2C19H29N5O2.C4H6O4
Molecular Weight	837.0198
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)CCC(O)=O.CN1N=C(CO)N=C1NCCCOC2=CC=CC(CN3CCCCC3)=C2.CN4N=C(CO)N=C4NCCCOC5=CC=CC(CN6CCCCC6)=C5

InChI

InChIKey=IRLVOMNMSKSKMH-UHFFFAOYSA-N

InChI=1S/2C19H29N5O2.C4H6O4/c2*1-23-19(21-18(15-25)22-23)20-9-6-12-26-17-8-5-7-16(13-17)14-24-10-3-2-4-11-24;5-3(6)1-2-4(7)8/h2*5,7-8,13,25H,2-4,6,9-12,14-15H2,1H3,(H,20,21,22);1-2H2,(H,5,6)(H,7,8)

HIDE SMILES / InChI

Molecular Formula	C4H6O4
Molecular Weight	118.088
Charge	0
Count

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

Molecular Formula	C19H29N5O2
Molecular Weight	359.4659
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/6145595 | https://www.ncbi.nlm.nih.gov/pubmed/4041682 | https://www.ncbi.nlm.nih.gov/pubmed/2878860

LAVOLTIDINE, also known as loxtidine, is a highly potent and selective histamine H2-receptor antagonist. It is a member of triazoles. It produces gastric carcinoid tumors in rodents that is why its clinical development was discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Global expression analysis of ECL cells in Mastomys natalensis gastric mucosa identifies alterations in the AP-1 pathway induced by gastrin-mediated transformation.	2004 Dec 15	15602048
ECL-cell derived gastric cancer in male cotton rats dosed with the H2-blocker loxtidine.	2004 May 15	15150129
Synergistic inhibitory effects of gastrin and histamine receptor antagonists on Helicobacter-induced gastric cancer.	2005 Jun	15940630
Antinociceptive, brain-penetrating derivatives related to improgan, a non-opioid analgesic.	2005 Oct 17	16216240
Gastrin-induced apoptosis contributes to carcinogenesis in the stomach.	2006 Oct	16894354
Classification of tumours.	2008 Nov 14	19014574
The CCK(2) receptor antagonist, YF476, inhibits Mastomys ECL cell hyperplasia and gastric carcinoid tumor development.	2010 Jun 8	20144901
Long-term gastric changes in achlorhydric H(+)/K(+)-ATPase beta subunit deficient mice.	2010 Sep	20476858

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:35:40 GMT 2023` Edited by `admin` on `Fri Dec 15 15:35:40 GMT 2023`
Record UNII	YSJ55YKG2J
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LAVOLTIDINE SUCCINATE

Official Name

English

LAVOLTIDINE SUCCINATE [USAN]

Common Name

English

AH 23844 HEMISUCCINATE

Code

English

AH-23844 HEMISUCCINATE

Code

English

1-METHYL-5-((3-((.ALPHA.-PIPERIDINO-M-TOLYL)OXY)PROPYL)AMINO)-1H-1,2,4-TRIAZOLE-3-METHANOL SUCCINATE (2:1) (SALT)

Systematic Name

English

LOXOTIDINE SUCCINATE

Common Name

English

AH-23844A

Code

English

1-METHYL-5-((3-(3-(1-PIPERIDINYLMETHYL)PHENOXY)PROPYL)AMINO)-1H-1,2,4-TRIAZOLE-3-METHANOL

Systematic Name

English

AH 23844A

Code

English

1H-1,2,4-TRIAZOLE-3-METHANOL, 1-METHYL-5-((3-(3-(1-PIPERIDINYLMETHYL)PHENOXY)PROPYL)AMINO)-, BUTANEDIOATE (2:1) (SALT)

Systematic Name

English

Code System Code Type Description

NCI_THESAURUS

C170099