Vasicin

Bezeichnung:Vasicin

CAS-Nr6159-55-3

Englisch Name:Vasicine

CBNumberCB5300633

SummenformelC11H12N2O

Molgewicht188.23

MOL-Datei6159-55-3.mol

Synonyma

Vasicin

Vasicin physikalisch-chemischer Eigenschaften

Schmelzpunkt	211.5°C
Siedepunkt	323.23°C (rough estimate)
Dichte	1.1124 (rough estimate)
Brechungsindex	1.5850 (estimate)
storage temp.	2-8°C
Löslichkeit	DMSO : 83.33 mg/mL (442.70 mM; Need ultrasonic)
Aggregatzustand	Powder
pka	13.08±0.20(Predicted)
Farbe	White to off-white
Major Application	pharmaceutical
InChI	InChI=1S/C11H12N2O/c14-10-5-6-13-7-8-3-1-2-4-9(8)12-11(10)13/h1-4,10,14H,5-7H2/t10-/m0/s1
InChIKey	YIICVSCAKJMMDJ-JTQLQIEISA-N
SMILES	N1C2=C(C=CC=C2)CN2CC[C@H](O)C=12

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22
RIDADR	1544
WGK Germany	WGK 3
HazardClass	6.1(b)
PackingGroup	III
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Oral

Gefahreninformationscode (GHS)

Vasicine Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
This 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.
Chemische Eigenschaften
White needle-like crystals, soluble in organic solvents such as methanol, ethanol, DMSO, etc., derived from camels.
Verwenden
Vasicine is used for content determination/identification/pharmacological experiments, etc.
Biologische Aktivität
Vasicine, isolated from A. vasica, is an alkaloid. It is a natural cholinesterase (cholinesterase) inhibitor, has anticholinesterase activity in preclinical models, and can be used for the development of therapeutic drugs for Alzheimer's disease.
target
Antifection | AChR
Einzelnachweise
Hooper., 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)

Vasicin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

6159-55-3, Vasicine Verwandte Suche:

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