2-(1H-imidazol-4-yl)ethan-1-amine

• ChemBase ID: 34689
• Molecular Formular: C5H9N3
• Molecular Mass: 111.14506
• Monoisotopic Mass: 111.0796473
• SMILES: n1c(c[nH]c1)CCN
• Canonical SMILES: NCCc1c[nH]cn1
• InChI: InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8)
• InChIKey: NTYJJOPFIAHURM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1H-imidazol-4-yl)ethan-1-amine; 2-(1H-imidazol-5-yl)ethan-1-amine
• IUPAC Traditional name: histamine; 1H-imidazole-5-ethanamine
• Synonyms: Histamine; 2-(1H-Imidazol-4-yl)ethanamine; 2-[4-Imidazolyl]ethylamine; HISTAMINE; HISTAMINE DIPHOSPHATE; 2-(4-Imidazolyl)ethylamine; 1H-Imidazole-4-ethanamine Dihydrochloride; 2-(1H-Imidazol-4-yl)ethanamine Dihydrochloride; 2-(1H-Imidazol-4-yl)ethylamine Dihydrochloride; 4-(2-Aminoethyl)imidazole Dihydrochloride; Ceplene; Histamine Chloride; Histamine Dichloride; Histamine Hydrochloride; Histaminediium Dichloride; Peremin; Histamine Dihydrochloride; 2-(4-imidazolyl)ethylamine; 2-(4-咪唑基)乙胺; 组胺

Database IDs

• CAS Number: 51-45-6; 56-92-8; 51-74-1
• EC Number: 200-100-6
• MDL Number: MFCD00005210
• Beilstein Number: 2012
• PubChem SID: 160997996; 24895783; 24877925
• PubChem CID: 774
• CHEBI ID: 18295
• ATC CODE: L03AX14; V04CG03
• CHEMBL: 90
• Chemspider ID: 753
• IUPHAR ligand ID: 1204
• KEGG ID: D08040
• MeSH Name: Histamine
• Unique Ingredient Identifier: 820484N8I3
• Wikipedia Title: Histamine

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

• Solubility: Easily soluble in cold water, hot water; Easily soluble in methanol. Very slightly soluble in diethyl ether. Easily soluble in ethanol.; Methanol; Water
• Apperance: White Solid
• Melting Point: ~84 °C; 245-250°C; 83.5 °C (182.3 °F); 83-84 °C; 83-84 °C(lit.)
• Boiling Point: 167 °C/0.8 mmHg(lit.); 209.5 °C (409.1 °F); 209-210 °C

Safety Information

• Storage Condition: 0°C, Desiccate; Refrigerator
• Storage Warning: IRRITANT
• RTECS: MS1050000
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22-36/37/38-42/43
• Safety Statements: 22-26-36/37
• TSCA Listed: false
• GHS Pictograms: GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H317-H319-H334-H335
• GHS Precautionary statements: P261-P280-P301 + P310-P305 + P351 + P338-P342 + P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... CA1(759), CA2(760), HRH1(3269), HRH2(3274), HRH3(11255), HRH4(59340)rat ... Hrh1(24448), Hrh3(85268)

Product Information

• Purity: ≥97.0%; ≥97.0% (NT); 95%; 96%; 97%
• Empirical Formula (Hill Notation): C5H9N3

DETAILS

MP Biomedicals - 05204677

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02190212

Free Base
Crystalline
Packaged in sealed ampule

Sigma Aldrich - H7125

包装
1, 5, 25 g in glass bottle
Biochem/physiol Actions
内源性 H1 和 H2 组胺受体激动剂；H1 的活化可以使 Ca2+ 移动；H2 的活化可促进神经元中腺苷酸环化酶的活性；活化一氧化氮合成酶；有效的血管舒张剂。

Sigma Aldrich - 271659

Biochem/physiol Actions
Endogenous H1 and H2 histamine receptor agonist; H1 activation mobilizes Ca2+; H2 activation stimulates adenylate cyclase activity in neurons; activates nitric oxide synthetase; potent vasodilator.

Sigma Aldrich - 53290

Biochem/physiol Actions
Endogenous H1 and H2 histamine receptor agonist; H1 activation mobilizes Ca2+; H2 activation stimulates adenylate cyclase activity in neurons; activates nitric oxide synthetase; potent vasodilator.

Toronto Research Chemicals - H436500

Present in most mammalian tissues; primarily stored in mast cells and basophils. Exhibits multiple biological effects through at least 3 specific receptors. Induces bronchoconstriction and vasodilation; stimulates gastric acid secretion; and acts as a neu

REFERENCES

• Dale, H.H., et al.: J. Physiol., 41, 318 (1910)
• Oosting, E., et al.: Clin. Exp. Allergy, 20, 349 (1910)
• Hill, S.J., et al.: Pharmacol. Rev., 49, 253 (1910)