5-(prop-2-en-1-yl)-4H,5H,6H,7H,8H-[1,3]thiazolo[5,4-d][1,2]diazepin-2-amine

• ChemBase ID: 177982
• Molecular Formular: C9H14N4S
• Molecular Mass: 210.29926
• Monoisotopic Mass: 210.09391747
• SMILES: N1(NCCc2c(C1)sc(n2)N)CC=C
• Canonical SMILES: Nc1nc2c(s1)CN(NCC2)CC=C
• InChI: InChI=1S/C9H14N4S/c1-2-5-13-6-8-7(3-4-11-13)12-9(10)14-8/h2,11H,1,3-6H2,(H2,10,12)
• InChIKey: KBPAMSXLJSCGFT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(prop-2-en-1-yl)-4H,5H,6H,7H,8H-[1,3]thiazolo[5,4-d][1,2]diazepin-2-amine
• IUPAC Traditional name: 5-(prop-2-en-1-yl)-4H,6H,7H,8H-[1,3]thiazolo[5,4-d][1,2]diazepin-2-amine
• Synonyms: 5,6,7,8-Tetrahydro-5-(2-propen-1-yl)-4H-thiazolo[5,4-d][1,2]diazepin-2-amine Hydrochloride; iso-Talipexole Dihydrochloride

Database IDs

• PubChem SID: 164233892
• PubChem CID: 29987192

CALCULATED PROPERTIES

• Acid pKa: 16.745386
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.0050641913
• LogD (pH = 7.4): 0.5148064
• Log P: 0.527647
• Molar Refractivity: 69.1783 cm^3
• Polarizability: 22.090664 Å^3
• Polar Surface Area: 54.18 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - T005500

An analogue of Talipexole, an alpha 2-Adrenoceptor and dopamine D2-receptor agonist. Used as an antiparkinson reagent.

REFERENCES

• Pifl, et al.: Eur. J. Pharmacol., 146, 189 (1988)
• Kulkarni, S.K., et al.: Meth. Find. Exp. Clin. Pharmacol., 12, 99 (1988)
• Mizuno, Y., et al.: Drug Invest., 5, 186 (1988)