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Identification
Name Betazole
Accession Number DB00272 (APRD00714)
Type small molecule
Groups approved
Description

A histamine H2 agonist used clinically to test gastric secretory function. [PubChem]
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  • Ametazole
  • Betazol [INN-Spanish]
  • Betazolo [DCIT]
  • Betazolum [INN-Latin]
Synonyms
Ametazole
Betazol [INN-Spanish]
Betazolo [DCIT]
Betazolum [INN-Latin]
Salts Not Available
Brand names
Name Company
Histalog
Brand mixtures Not Available
Categories
  • Diagnostic Agents
  • Gastrointestinal Agents
  • Histamine Agonists
CAS number 105-20-4
Weight Average: 111.1451
Monoisotopic: 111.079647303
Chemical Formula C5H9N3
InChI Key InChIKey=JXDFEQONERDKSS-UHFFFAOYSA-N
InChI
InChI=1S/C5H9N3/c6-3-1-5-2-4-7-8-5/h2,4H,1,3,6H2,(H,7,8)
Plain Text
IUPAC Name
2-(1H-pyrazol-5-yl)ethan-1-amine
SMILES
NCCC1=CC=NN1
Plain Text
Mass Spec show (7.03 KB)
Taxonomy
Kingdom Organic
Classes
  • Pyrazoles
Substructures
  • Pyrazoles
  • Aliphatic and Aryl Amines
  • Heterocyclic compounds
  • Aromatic compounds
  • Imines
Pharmacology
Indication For use clinically to test gastric secretory function.
Pharmacodynamics Betazole is a histamine H2 agonist used in a test for measuring maximal production of gastric acidity or anacidity. This measurement can be used to diagnose diseases such as Zollinger-Ellison syndrome, whereby the volume of gastric and basal secretions is measured following betazole administration (greater than 60% of the maximal acid secretion following betazole stimulation). In another test, gastritis can be diagnosed given late absence of gastric acid which is unresponsive to betazole stimulation. Betazole can be used as a gastric secretory stimulant instead of histamine with the advantage of not provoking side effects and thus not requiring the use of antihistaminic compounds.
Mechanism of action Betazole is a histamine analogue. It produces the same effects as histamine, binding the H2 receptor which is a mediator of gastric acid secretion. This agonist action thereby results in an increase in the volume of gastric acid produced.
Absorption Rapid and complete.
Volume of distribution Not Available
Protein binding > 99%
Metabolism Not Available
Route of elimination Not Available
Half life Not Available
Clearance Not Available
Toxicity Not Available
Affected organisms
  • Humans and other mammals
Pathways Not Available
Pharmacoeconomics
Manufacturers
  • Eli lilly and co
Packagers Not Available
Dosage forms Not Available
Prices Not Available
Patents Not Available
Properties
State liquid
Melting point < 25 oC
Experimental Properties
Property Value Source
logP 0.1 PhysProp
Predicted Properties
Property Value Source
water solubility 1.56e+02 g/l ALOGPS
logP -0.64 ALOGPS
logP -0.62 ChemAxon Molconvert
logS 0.15 ALOGPS
pKa 0 ChemAxon Molconvert
hydrogen acceptor count 2 ChemAxon Molconvert
hydrogen donor count 2 ChemAxon Molconvert
polar surface area 54.7 ChemAxon Molconvert
rotatable bond count 2 ChemAxon Molconvert
refractivity 32.96 ChemAxon Molconvert
polarizability 11.96 ChemAxon Molconvert
References
Synthesis Reference Not Available
General Reference Not Available
External Links
Resource Link
PubChem Compound 7741 Link_out
PubChem Substance 46506808 Link_out
ChemSpider 7455 Link_out
ChEBI 59170 Link_out
ChEMBL 59170 Link_out
Therapeutic Targets Database DAP001081 Link_out
Wikipedia http://en.wikipedia.org/wiki/Betazole Link_out
ATC Codes
  • V04CG02
AHFS Codes Not Available
PDB Entries Not Available
FDA label Not Available
MSDS Not Available
Interactions
Drug Interactions Not Available
Food Interactions Not Available
Targets

1. Histamine H2 receptor

Pharmacological action: yes
Actions: agonist

The H2 subclass of histamine receptors mediates gastric acid secretion. Also appears to regulate gastrointestinal motility and intestinal secretion. Possible role in regulating cell growth and differentiation. The activity of this receptor is mediated by G proteins which activate adenylyl cyclase and, through a separate G protein-dependent mechanism, the phosphoinositide/protein kinase (PKC) signaling pathway

Organism class: human
UniProt ID: P25021 Link_out
Gene: HRH2 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:
  1. Hammond JB, Offen WW: Effect of nizatidine and cimetidine on betazole-stimulated gastric secretion of normal subjects: comparison of effects on acid, water, and pepsin. Am J Gastroenterol. 1988 Jan;83(1):32-6. Pubmed
  2. Leth R, Elander B, Haglund U, Olbe L, Fellenius E: Histamine H2-receptor of human and rabbit parietal cells. Am J Physiol. 1987 Oct;253(4 Pt 1):G497-501. Pubmed
  3. Katz LB, Tobia AJ, Shriver DA: Effects of ORF 17583, other histamine H2-receptor antagonists and omeprazole on gastric acid secretory states in rats and dogs. J Pharmacol Exp Ther. 1987 Aug;242(2):437-42. Pubmed
  4. Katz LB, Scott CK, Shriver DA: Pharmacological comparison of ORF 17910, a potent, long-acting histamine H2-receptor antagonist, to cimetidine and ranitidine. J Pharmacol Exp Ther. 1986 Aug;238(2):587-93. Pubmed
  5. Ribeiro TC, Salgado JA, Castro Lde P: Effect of cimetidine on basal and betazole-stimulated gastric acid secretion in peptic ulcer. Arq Gastroenterol. 1980 Jan-Mar;17(1):4-6. Pubmed
  6. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. Pubmed
Comments
Drug created on June 13, 2005 07:24 / Updated on February 14, 2012 11:40