5-(2-aminoethyl)-4-methyl-1,3-thiazol-2-amine dihydrobromide

• ChemBase ID: 153853
• Molecular Formular: C6H13Br2N3S
• Molecular Mass: 319.06052
• Monoisotopic Mass: 316.91969243
• SMILES: Cc1c(sc(n1)N)CCN.Br.Br
• Canonical SMILES: NCCc1sc(nc1C)N.Br.Br
• InChI: InChI=1S/C6H11N3S.2BrH/c1-4-5(2-3-7)10-6(8)9-4;;/h2-3,7H2,1H3,(H2,8,9);2*1H
• InChIKey: XFXNNOPUDSFVJE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(2-aminoethyl)-4-methyl-1,3-thiazol-2-amine dihydrobromide
• IUPAC Traditional name: amthamine dihydrobromide
• Synonyms: 2-Amino-4-methyl-5-thiazoleethanamine dihydrobromide; Amthamine dihydrobromide

Database IDs

• CAS Number: 142457-00-9
• MDL Number: MFCD00673891
• PubChem SID: 162247992; 24890905
• PubChem CID: 16218912

CALCULATED PROPERTIES

• Acid pKa: 17.71391
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.991876
• LogD (pH = 7.4): -2.0063567
• Log P: 0.16560188
• Molar Refractivity: 43.1545 cm^3
• Polarizability: 16.138447 Å^3
• Polar Surface Area: 64.93 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble27 mg/mL
• Apperance: off-white solid

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C6H11N3S · 2HBr

DETAILS

Sigma Aldrich - A4730

Application
Amthamine dihydrobromide is a histamine H2 receptor agonist. Amthamine dihydrobromide has been used to study the effect of mast cells on T regulatory cell function.
Biochem/physiol Actions
Amthamine dihydrobromide is a H2 histamine receptor agonist. Amthamine dihydrobromide, similar to histamine, inhibits H2 receptor-mediated eosinophil peroxidase (EPO) release with IC50 = 0.4 μM; a weak antagonist at H3 and shows no activity at H1 receptors.