LAVOLTIDINE

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=CC(CN3CCCCC3)=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
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

Substance Class	Chemical Created by `admin` on `Fri Dec 16 22:05:46 UTC 2022` Edited by `admin` on `Fri Dec 16 22:05:46 UTC 2022`
Record UNII	X16K5179V5
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LAVOLTIDINE

Official 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

AH-23844 FREE BASE

Code

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