LAMTIDINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H28N6O
Molecular Weight	344.4545
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=NRIGRKAXOLMTSK-UHFFFAOYSA-N

InChI=1S/C18H28N6O/c1-23-18(21-17(19)22-23)20-9-6-12-25-16-8-5-7-15(13-16)14-24-10-3-2-4-11-24/h5,7-8,13H,2-4,6,9-12,14H2,1H3,(H3,19,20,21,22)

HIDE SMILES / InChI

Molecular Formula	C18H28N6O
Molecular Weight	344.4545
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/6135321 | https://www.ncbi.nlm.nih.gov/pubmed/6315003

LAMTIDINE is an irreversible and specific gastric histamine H2-receptor antagonist.

Approval Year

PubMed

Title	Date	PubMed
Comparison of antisecretory potency and duration of action of the H2-receptor antagonists AH 22216, cimetidine, ranitidine and SK & F 93479 in the dog.	1983 Apr	6135321
Irreversible and specific inactivation by AH 22216 of histamine H2 receptors in the human gastric cancer cell line HGT-1.	1983 Oct 14	6315003
Potent and specific blockade by AH 22216 of histamine-H2-receptor-mediated acid secretion in isolated rabbit gastric cells.	1983 Sep	6640083

Patents

Sample Use Guides

In Vitro Use Guide

The actions of LAMTIDINE (AH 22216) and cimetidine on the receptor-cAMP systems sensitive to histamine and the vasoactive intestinal peptide (VIP) in the human gastric cancer cell line HGT-1 were compared. When added simultaneously with histamine (10^-4 M), the potency of AH 22216 is similar to that of cimetidine (IC50 = 4-6.6*10^-6 M, respectively). Schild plot analysis indicated a non-competitive inhibition by AH 22216 (pA2 = 6.22, slope = 1.4 +/- 0.03). Preincubations of AH 22216 (10 min, 10^-5 M) with HGT-1 cells (even after a washout period) resulted in a complete and persistent (60 min) inactivation of the subsequent histamine effect, without changing the kinetics of the VIP-induced stimulation in the system.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:04:12 GMT 2023` Edited by `admin` on `Fri Dec 15 16:04:12 GMT 2023`
Record UNII	BO55Z3JL5K
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LAMTIDINE

Official Name

English

lamtidine [INN]

Common Name

English

1-(M-(3-((3-AMINO-1-METHYL-1H-1,2,4-TRIAZOL-5-YL)AMINO)PROPOXY)BENZYL)PIPERIDINE

Systematic Name

English

AH-22216

Code

English

AH 22216

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C29702