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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 of LAVOLTIDINE SUCCINATE

SMILES

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

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.

Approval Year

PubMed

PubMed

TitleDatePubMed
Long-term gastric changes in achlorhydric H(+)/K(+)-ATPase beta subunit deficient mice.
2010-09
The CCK(2) receptor antagonist, YF476, inhibits Mastomys ECL cell hyperplasia and gastric carcinoid tumor development.
2010-06-08
Classification of tumours.
2008-11-14
Gastrin-induced apoptosis contributes to carcinogenesis in the stomach.
2006-10
Antinociceptive, brain-penetrating derivatives related to improgan, a non-opioid analgesic.
2005-10-17
Synergistic inhibitory effects of gastrin and histamine receptor antagonists on Helicobacter-induced gastric cancer.
2005-06
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
ECL-cell derived gastric cancer in male cotton rats dosed with the H2-blocker loxtidine.
2004-05-15
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:02:18 GMT 2025
Edited
by admin
on Mon Mar 31 18:02:18 GMT 2025
Record UNII
YSJ55YKG2J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AH 23844 HEMISUCCINATE
Preferred Name English
LAVOLTIDINE SUCCINATE
USAN  
USAN  
Official Name English
LAVOLTIDINE SUCCINATE [USAN]
Common Name 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
SMS_ID
300000055187
Created by admin on Mon Mar 31 18:02:18 GMT 2025 , Edited by admin on Mon Mar 31 18:02:18 GMT 2025
PRIMARY
NCI_THESAURUS
C170099
Created by admin on Mon Mar 31 18:02:18 GMT 2025 , Edited by admin on Mon Mar 31 18:02:18 GMT 2025
PRIMARY
USAN
BB-34
Created by admin on Mon Mar 31 18:02:18 GMT 2025 , Edited by admin on Mon Mar 31 18:02:18 GMT 2025
PRIMARY
FDA UNII
YSJ55YKG2J
Created by admin on Mon Mar 31 18:02:18 GMT 2025 , Edited by admin on Mon Mar 31 18:02:18 GMT 2025
PRIMARY
ChEMBL
CHEMBL2110857
Created by admin on Mon Mar 31 18:02:18 GMT 2025 , Edited by admin on Mon Mar 31 18:02:18 GMT 2025
PRIMARY
PUBCHEM
55472
Created by admin on Mon Mar 31 18:02:18 GMT 2025 , Edited by admin on Mon Mar 31 18:02:18 GMT 2025
PRIMARY
EPA CompTox
DTXSID50235426
Created by admin on Mon Mar 31 18:02:18 GMT 2025 , Edited by admin on Mon Mar 31 18:02:18 GMT 2025
PRIMARY
CAS
86160-82-9
Created by admin on Mon Mar 31 18:02:18 GMT 2025 , Edited by admin on Mon Mar 31 18:02:18 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY