LAVOLTIDINE

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C19H29N5O2
Molecular Weight	359.4659
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1N=C(CO)N=C1NCCCOC2=CC(CN3CCCCC3)=CC=C2

InChI

InChIKey=VTLNPNNUIJHJQB-UHFFFAOYSA-N

InChI=1S/C19H29N5O2/c1-23-19(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/h5,7-8,13,25H,2-4,6,9-12,14-15H2,1H3,(H,20,21,22)

HIDE SMILES / InChI

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
Long-term gastric changes in achlorhydric H(+)/K(+)-ATPase beta subunit deficient mice.	2010-09	20476858
The CCK(2) receptor antagonist, YF476, inhibits Mastomys ECL cell hyperplasia and gastric carcinoid tumor development.	2010-06-08	20144901
Classification of tumours.	2008-11-14	19014574
Gastrin-induced apoptosis contributes to carcinogenesis in the stomach.	2006-10	16894354
Antinociceptive, brain-penetrating derivatives related to improgan, a non-opioid analgesic.	2005-10-17	16216240
Synergistic inhibitory effects of gastrin and histamine receptor antagonists on Helicobacter-induced gastric cancer.	2005-06	15940630
Global expression analysis of ECL cells in Mastomys natalensis gastric mucosa identifies alterations in the AP-1 pathway induced by gastrin-mediated transformation.	2004-12-15	15602048
ECL-cell derived gastric cancer in male cotton rats dosed with the H2-blocker loxtidine.	2004-05-15	15150129

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:44:56 GMT 2025` Edited by `admin` on `Mon Mar 31 18:44:56 GMT 2025`
Record UNII	X16K5179V5
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LAVOLTIDINE

Official Name

English

AH-23844 FREE BASE

Preferred Name

English

LOXTIDINE

Common Name

English

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

Systematic Name

English

Lavoltidine [WHO-DD]

Common Name

English

lavoltidine [INN]

Common Name

English

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

Systematic Name

English

LOXOTIDINE

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID0020785