vasicine

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Names

[ CAS No. ]:
6159-55-3

[ Name ]:
vasicine

[Synonym ]:
Pyrrolo[2,1-b]quinazolin-3-ol, 1,2,3,9-tetrahydro-, (3R)-
Pyrrolo(2,1-b)quinazolin-3-ol, 1,2,3,9-tetrahydro-
(R)-1,2,3,9-Tetrahydropyrrolo(2,1-b)quinazolin-3-ol
1,2,3,9-Tetrahydropyrrolo[2,1-b]quinazolin-3-ol
peganine
(3R)-1,2,3,9-Tetrahydropyrrolo[2,1-b]quinazolin-3-ol
Pyrrolo[2,1-b]quinazolin-3-ol, 1,2,3,9-tetrahydro-
vasicin

Chemical & Physical Properties

[ Density]:
1.1124

[ Boiling Point ]:
373.8±52.0 °C at 760 mmHg

[ Melting Point ]:
211.5°C

[ Molecular Formula ]:
C11H12N2O

[ Molecular Weight ]:
188.226

[ Flash Point ]:
179.9±30.7 °C

[ Exact Mass ]:
188.094955

[ PSA ]:
35.83000

[ LogP ]:
-1.00

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.5850

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UY9454000
CHEMICAL NAME :
Pyrrolo(2,1-b)quinazolin-3-ol, 1,2,3,9-tetrahydro-
CAS REGISTRY NUMBER :
6159-55-3
LAST UPDATED :
199510
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C11-H10-N2-O
MOLECULAR WEIGHT :
186.23
WISWESSER LINE NOTATION :
T C566 BN DV GN HHT&&J

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
79 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
IJMRAQ Indian Journal of Medical Research. (Indian Council of Medical Research, Ansari Nagar, New Delhi 110 029, India) V.1- 1913- Volume(issue)/page/year: 66,680,1977
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
79 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PHTXA6 Pharmacology and Toxicology. English translation of FATOAO. (New York, NY) V.20-22, 1957-59. Discontinued. Volume(issue)/page/year: 22,67,1959
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
100 mg/kg
TOXIC EFFECTS :
Behavioral - excitement Gastrointestinal - nausea or vomiting Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
PHTXA6 Pharmacology and Toxicology. English translation of FATOAO. (New York, NY) V.20-22, 1957-59. Discontinued. Volume(issue)/page/year: 22,67,1959
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
75 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
PHTXA6 Pharmacology and Toxicology. English translation of FATOAO. (New York, NY) V.20-22, 1957-59. Discontinued. Volume(issue)/page/year: 22,67,1959 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
150 mg/kg
SEX/DURATION :
female 56-60 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - abortion
REFERENCE :
IJEBA6 Indian Journal of Experimental Biology. (Publications & Information Directorate, CSIR, Hillside Rd., New Delhi 110 012, India) V.1- 1963- Volume(issue)/page/year: 16,1075,1978

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
22

[ RIDADR ]:
UN 1544

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
2933990090

Precursor & DownStream

Precursor

  • (±)​-​Vasicine

DownStream

  • (3S)-1-Benzyl-3-methylpyrrolidine
  • Vasicinone
  • 3-deoxyvasicine
  • 2-(1-Pyrrolidinylmethyl)aniline

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Potentiation of oxytocin evoked responses by (+) sotalol deoxysotalol and Vasicine HCl on isolated rat and rabbit uterus.

Indian J. Med. Res. 76 Suppl , 107-14, (1982)

Natural products as templates for bioactive compound libraries: part 2. Novel modifications of vasicine (peganine) core via efficient and regioselective generation of 3-lithiodeoxyvasicine and its stereoselective addition to aliphatic ketones section sign.

Nat. Prod. Res. 20(9) , 871-81, (2006)

A general procedure for direct lithiation of deoxyvasicine was developed. 3-Lithiodeoxyvasicine intermediate was found to react with various aliphatic ketones providing derivatives of 3-(hydroxyalkyl)...

Formulation and pharmacokinetic evaluation of hard gelatin capsule encapsulating lyophilized Vasa Swaras for improved stability and oral bioavailability of vasicine.

Fitoterapia 82(3) , 446-53, (2011)

The oral bioavailability of vasicine (1) was investigated in hard gelatin capsules of lyophilized Vasa Swaras (aqueous extract of Adhatoda vasica Nees.,Fam.: Acanthaceae) The rat pharmacokinetic profi...


More Articles


Related Compounds

  • Vasicine
  • Vasicine Hcl
  • (-)-vasicine
  • (-)-vasicine
  • Chloro vasicine
  • Deoxyvasicine HCl
  • 2-Bromo-4-(3,5-dimethylheptan-3-yl)phenol
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • 2-(2-Hydroxy-4-methylphenyl)ethanimidamide
  • tert-Butyl-DL-alanine