Basic information
- CAS
105-20-4- Standard SMILES
NCCc1ccn[nH]1- InChIKey
JXDFEQONERDKSS-UHFFFAOYSA-N- Molecular formula
- C5H9N3
- Average molar mass
- 111.15 g/mol
- Monoisotopic mass
- 111.0796473
Overview
Betazole is pyrazole in which a hydrogen adjacent to one of the nitrogen atoms is substituted by a 2-aminoethyl group. It is a histamine H2-receptor agonist used clinically to test gastric secretory function. It has a role as a diagnostic agent, a histamine agonist and a gastrointestinal drug. It is a member of pyrazoles and a primary amino compound.
Names & identifiers
- Preferred name
- Betazole
- IUPAC
- 2-(1H-pyrazol-5-yl)ethanamine
- English name
- betazole
- Molecular formula
- C5H9N3
- Molecular weight
- 111.15
Names & synonyms
BETAZOLE105-20-4Ametazole1H-Pyrazole-3-ethanamine2-(1H-pyrazol-5-yl)ethanamine3-(2-Aminoethyl)pyrazoleBetazolBetazolum2-(3-Pyrazolyl)ethylamine2-(1H-pyrazol-3-yl)ethan-1-amine2-(1H-Pyrazol-3-yl)ethanamine3-(beta-aminoethyl)pyrazole
Show more names
betazole USP/EP/BP2-(3-Pyrazolyl)ethanamine3-(2-Aminoethyl)-1H-pyrazole2-(1H-pyrazol-5-yl)ethanamine(SALTDATA: FREE)
2-(1H-pyrazol-5-yl)ethan-1-amine1C065P542ODTXSID7022675CHEBI:59170Dihydrochloride, BetazoleRefChem:119555Monohydrochloride, BetazoleDTXCID502675
Database identifiers
- CAS
105-20-4- PubChem CID
- 7741
- DTXSID
DTXSID7022675- ChEMBL
CHEMBL1201323- ChEBI
CHEBI:59170- UNII
- 1C065P542O
- EC Number
- 203-278-3
Properties
Computed structural properties
- XLogP
- -0.4
- Topological polar surface area
- 54.7 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 64.7
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
LogP0.1
Solubility1.56e+02 g/L
Boiling Point118-123
Melting Point
< 25 °C
< 25 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 25 °C · 25°C
- Boiling point
- 0.5 · bp0.5 118-123°
- Density
- 0.9902 · 0.9902 (rough estimate)
- refractive index
- 1.469 · 1.4690 (estimate)
- storage temp.
- 4 °C, · 4°C, protect from light
- solubility
- 250 mg/mL · DMSO: 250 mg/mL (2249.21 mM)
- pka
- 14.39 · 14.39±0.10(Predicted)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Pharmacology
ATC Code
V - Various
QV - Various
Protein Binding> 99%
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 ActionBetazole 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.
MeSH Pharmacological Classification
Drugs used for their effects on the gastrointestinal system, as to control gastric acidity, regulate gastrointestinal motility and water flow, and improve digestion.
Drugs that bind to and activate histamine receptors. Although they have been suggested for a variety of clinical applications histamine agonists have so far been more widely used in research than therapeutically.
Absorption, Distribution and ExcretionRapid and complete.
Cellular LocationsMembrane
Metabolite PathwaysBetazole Action Pathway
Upstream & downstream products
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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