ChemicalBook > CAS DataBase List > Vasicine

Vasicine

Product Name
Vasicine
CAS No.
6159-55-3
Chemical Name
Vasicine
Synonyms
PEGANINE;1,2,3,9-TETRAHYDROPYRROLO[2,1-B]QUINAZOLIN-3-OL;C10733;vasicin;VASICINE;ST012797;TOS-BB-0711;NCI60_030781;(-)-Vasicine;AKOS NCG1-0080
CBNumber
CB5300633
Molecular Formula
C11H12N2O
Formula Weight
188.23
MOL File
6159-55-3.mol
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Vasicine Property

Melting point:
211.5°C
Boiling point:
323.23°C (rough estimate)
Density 
1.1124 (rough estimate)
refractive index 
1.5850 (estimate)
solubility 
DMSO : 83.33 mg/mL (442.70 mM; Need ultrasonic)
form 
Powder
pka
13.08±0.20(Predicted)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
RIDADR 
1544
HazardClass 
6.1(b)
PackingGroup 
III
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
11760
Product name
Vasicine
Purity
≥95%
Packaging
1mg
Price
$45
Updated
2021/12/16
Cayman Chemical
Product number
11760
Product name
Vasicine
Purity
≥95%
Packaging
5mg
Price
$191
Updated
2021/12/16
Cayman Chemical
Product number
11760
Product name
Vasicine
Purity
≥95%
Packaging
10mg
Price
$324
Updated
2021/12/16
TRC
Product number
T304240
Product name
1,2,3,9-tetrahydropyrrolo[2,1-b]quinazolin-3-ol
Packaging
50mg
Price
$155
Updated
2021/12/16
AK Scientific
Product number
V1716
Product name
Vasicine
Packaging
1mg
Price
$160
Updated
2021/12/16
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Vasicine Chemical Properties,Usage,Production

Description

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.

Chemical Properties

White needle-like crystals, soluble in organic solvents such as methanol, ethanol, DMSO, etc., derived from camels.

Biological Activity

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

References

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)

Vasicine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Vasicine manufacturers

R&D Scientific Inc.
Product
VASICINE 6159-55-3
Price
US $1080.00/mg
Min. Order
1mg
Purity
98
Supply Ability
5 Kg
Release date
2024-04-01
Shanghai Standard Technology Co., Ltd.
Product
Vasicine 6159-55-3
Price
US $0.00/mg
Min. Order
5mg
Purity
≥97%(HPLC)
Supply Ability
10 g
Release date
2020-03-12

6159-55-3, VasicineRelated Search:


  • 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
  • HARMALINE HCL(RG)
  • (3R)-1,2,3,9-Tetrahydropyrrolo[2,1-b]quinazolin-3-ol
  • 1,2,3,9-Tetrahydropyrrolo[2,1-b]quinazoline-3β-ol
  • (R)-1,2,3,9-Tetrahydropyrrolo[2,1-b]quinazolin-3-ol
  • Pyrrolo[2,1-b]quinazolin-3-ol,1,2,3,9-tetrahydro-, (3S)-
  • (3S)-1,2,3,9-Tetrahydropyrrolo[2,1-b]quinazolin-3-ol
  • NCI60_030781
  • ST012797
  • Ductile alkaloids
  • TOS-BB-0711
  • VASICINE USP/EP/BP
  • Vasicine(Secondary Standards traceble to USP)
  • (-)-Vasicine
  • (S)-1,2,3,9-Tetrahydropyrrolo[2,1-b]quinazolin-3-ol
  • 6159-55-3
  • Miscellaneous Natural Products
  • Alkaloids