2-(1H-imidazol-5-yl)ethan-1-amine; bis(phosphoric acid)

• ChemBase ID: 549
• Molecular Formular: C5H15N3O8P2
• Molecular Mass: 307.135422
• Monoisotopic Mass: 307.03343772
• SMILES: P(=O)(O)(O)O.P(=O)(O)(O)O.[nH]1c(CCN)cnc1
• Canonical SMILES: OP(=O)(O)O.OP(=O)(O)O.NCCc1[nH]cnc1
• InChI: InChI=1S/C5H9N3.2H3O4P/c6-2-1-5-3-7-4-8-5;2*1-5(2,3)4/h3-4H,1-2,6H2,(H,7,8);2*(H3,1,2,3,4)
• InChIKey: ZHIBQGJKHVBLJJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1H-imidazol-5-yl)ethan-1-amine; bis(phosphoric acid); 2-(1H-imidazol-4-yl)ethan-1-amine; bis(phosphoric acid)
• IUPAC Traditional name: 1H-imidazole-5-ethanamine; bis(phosphoric acid); histamine; bis(phosphoric acid)
• Brand Name: Histamine; Histamine biphosphate; Histamine dihydrogen phosphate; Histamine diphosphate
• Synonyms: Histamine Phosphate; 2-(4-Imidazolyl) ethylamine diphosphate; Histamine acid phosphate; HAP; HDP; HISTAMINE DIPHOSPHATE MONOHYDRATE

Database IDs

• CAS Number: 51-74-1
• EC Number: 200-118-4
• PubChem SID: 160964012; 46509118
• PubChem CID: 65513

CALCULATED PROPERTIES

• Acid pKa: 14.456615
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -4.3165584
• LogD (pH = 7.4): -2.8456826
• Log P: -0.7009711
• Molar Refractivity: 31.6634 cm^3
• Polarizability: 12.272421 Å^3
• Polar Surface Area: 54.7 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Hydrophobicity(logP): -3.541

Safety Information

• Storage Condition: 0°C, Desiccate
• RTECS: NI5425000

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: Phosphate

DETAILS

MP Biomedicals - 02100343

Crystalline

DrugBank - DB00667

• Drug Groups: approved
• Description: Histamine stimulates gastric gland secretion, causing an increased secretion of gastric juice of high acidity. This action is probably due mainly to a direct action on parietal and chief gland cells.
• Indication: Histamine phosphate is indicated as a diagnostic aid for evaluation of gastric acid secretory function.
• Pharmacology: Histamine stimulates gastric gland secretion, causing an increased secretion of gastric juice of high acidity. This action is probably due mainly to a direct action on parietal and chief gland cells.
• Toxicity: LD₅₀=807 mg/kg (mouse, oral). Side effects can lead to hypertension, hypotension, headache, dizziness, nervousness and tachycardia. Large overdoses can lead to seizures.
• Affected Organisms: Humans and other mammals
• Biotransformation: Primarily hepatic. Histamine is rapidly metabolized by methylation and oxidation. Methylation involves ring methylation and catalyzation by the enzyme histamine-N-methyltransferase, producing N-methylhistamine, which is mostly converted to N-methyl imidazole acetic acid. 2 to 3% excreted as free histamine, 4 to 8% as N-methylhistamine, 42 to 47% as N-methyl imidazole acetic acid, 9 to 11% as imidazole acetic acid, and 16 to 23% as imidazole acetic acid riboside
• Absorption: Readily absorbed after parenteral administration
• External Links: Drugs.com