VASICINE
VASICINE
  • CAS No.:6159-55-3
Other grades of this product :
VASICINE Basic information
Product Name:VASICINE
Synonyms:1-b)quinazolin-3-ol,1,2,3,9-tetrahydro-pyrrolo(;vasicin;1,2,3,9-TETRAHYDROPYRROLO[2,1-B]QUINAZOLIN-3-OL;AKOS NCG1-0080;VITAS-BB TBB000541;VASICINE;PEGANINE;C10733
CAS:6159-55-3
MF:C11H12N2O
MW:188.23
EINECS:228-180-8
Product Categories:Miscellaneous Natural Products;Alkaloids
Mol File:6159-55-3.mol
VASICINE Chemical Properties
Melting point 211.5°C
Boiling point 323.23°C (rough estimate)
density 1.1124 (rough estimate)
refractive index 1.5850 (estimate)
pKa13.08±0.20(Predicted)
Safety Information
Hazard Codes Xn
Risk Statements 22
RIDADR 1544
HazardClass 6.1(b)
PackingGroup III
MSDS Information
VASICINE Usage And Synthesis
DescriptionThis quinazoline alkaloid was first isolated from the leaves of Adhatoda vasica Nees by Hooper and subsequently discovered in Peganum harmala under the name Peganine. The base is optically inactive although Spath and Kesztler have reported the isolation of the (-)-form from the fresh leaves of A. vasica and Rosenfeld and Kolesnikow have obtained the same form from the flowers and stems of Peganum harmala. The salts are readily obtained crystalline, e.g. the hydrochloride dihydrate, m.p. 208°C (dry); hydriodide dihydrate, m.p. 195°C (dry); picrate, m.p. 199°C (dec.) and the methiodide, m.p. 187°C.With AcOH, the alkaloid gives an anomalous acetyl derivative, m.p. 165°C, subsequently shown to be N-acetylpedadiene. Oxidation with KMn04 gives 4-quinazolone and 4-keto-3 :4-dihydroxyquinazolyl-3-acetic acid, the latter characterized as the methyl ester, m.p. 152°C.The crude drug from A. vasica is used in India as a remedy for asthma while the pure alkaloid acts as a bronchodilator.
ReferencesHooper., Pharm. J., 18,841 (1888) Sen, Ghose.,J. Ind. Chem. Soc., 1,315 (1924) Ghose., ibid, 4, 1 (1927) Spath, Nakawitz., Ber., 67,45 (1934) Spath, Kuffner., ibid, 67, 1494 (1934) Narang, Ray., Chem. & Ind., 53,698 (1934) Hanford, Liang, Adams., J. Amer. Chem. Soc., 56, 2780 (1934) Ghoseetal., ibid, 57,921,951 (1935) Rosenfeld, Kolesnikov., Ber., 69, 2022 (1936) Pharmacology: Chopra., Ind. Med. Gaz., 60, 354 (1925) Tutaev, Makarova., Trans. Ukraine Inst. Exp. Pharm., 1,32 (1938)
VASICINE Preparation Products And Raw materials

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