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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 of LAMTIDINE

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

Approval Year

PubMed

PubMed

TitleDatePubMed
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
Irreversible and specific inactivation by AH 22216 of histamine H2 receptors in the human gastric cancer cell line HGT-1.
1983 Oct 14
Potent and specific blockade by AH 22216 of histamine-H2-receptor-mediated acid secretion in isolated rabbit gastric cells.
1983 Sep
Patents

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.
Name Type Language
LAMTIDINE
INN  
INN  
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
Created by admin on Fri Dec 15 16:04:12 GMT 2023 , Edited by admin on Fri Dec 15 16:04:12 GMT 2023
Code System Code Type Description
SMS_ID
100000082532
Created by admin on Fri Dec 15 16:04:12 GMT 2023 , Edited by admin on Fri Dec 15 16:04:12 GMT 2023
PRIMARY
CAS
73278-54-3
Created by admin on Fri Dec 15 16:04:12 GMT 2023 , Edited by admin on Fri Dec 15 16:04:12 GMT 2023
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FDA UNII
BO55Z3JL5K
Created by admin on Fri Dec 15 16:04:12 GMT 2023 , Edited by admin on Fri Dec 15 16:04:12 GMT 2023
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NCI_THESAURUS
C79118
Created by admin on Fri Dec 15 16:04:12 GMT 2023 , Edited by admin on Fri Dec 15 16:04:12 GMT 2023
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ChEMBL
CHEMBL2105110
Created by admin on Fri Dec 15 16:04:12 GMT 2023 , Edited by admin on Fri Dec 15 16:04:12 GMT 2023
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PUBCHEM
71988
Created by admin on Fri Dec 15 16:04:12 GMT 2023 , Edited by admin on Fri Dec 15 16:04:12 GMT 2023
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INN
5273
Created by admin on Fri Dec 15 16:04:12 GMT 2023 , Edited by admin on Fri Dec 15 16:04:12 GMT 2023
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EPA CompTox
DTXSID70223502
Created by admin on Fri Dec 15 16:04:12 GMT 2023 , Edited by admin on Fri Dec 15 16:04:12 GMT 2023
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EVMPD
SUB08394MIG
Created by admin on Fri Dec 15 16:04:12 GMT 2023 , Edited by admin on Fri Dec 15 16:04:12 GMT 2023
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