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Basic Information
CAS No.: 19216-56-9
Name: Prazosin
Molecular Structure:
Molecular Structure of 19216-56-9 (Prazosin)
Formula: C19H21N5O4
Molecular Weight: 383.407
Synonyms: Piperazine,1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furanylcarbonyl)- (9CI);Piperazine, 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furoyl)- (8CI);4-(4-Amino-6,7-dimethoxyquinazolin-2-yl)piperazinyl 2-furyl ketone;Furazosin;Lentopres;
EINECS: 242-885-8
Density: 1.353 g/cm3
Melting Point: 278-280°C
Boiling Point: 638.366 °C at 760 mmHg
Flash Point: 339.871 °C
Solubility: 3.2mg/L(22.5 oC)
PSA: 106.95000
LogP: 3.17070
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Chemistry

IUPAC Name: [4-(4-Amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl]-(furan-2-yl)methanone
The MF of Prazosin (CAS NO.19216-56-9) is C19H21N5O4.

              
The MW of Prazosin (CAS NO.19216-56-9) is 383.4.
Synonyms of Prazosin (CAS NO.19216-56-9): [4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl](furan-2-yl)methanone ; 1-(4-Amino-6, 7-dimethoxy-2-quinazolinyl)-4-(2-furoyl)piperazine monohydrochloride
Apperance: Crystallization
Index of Refraction: 1.651  
EINECS: 242-885-8
Density: 1.352 g/ml 
Flash Point: 339.9 °C
Boiling Point: 638.4 °C
Melting Point: 278-280 °C

Uses

  Prazosin (CAS NO.19216-56-9) is orally active and has a minimal effect on cardiac function due to its alpha-1 receptor selectivity.it is a second-line choice for the treatment of high blood pressure.Prazosin is also useful in treating urinary hesitancy associated with prostatic hyperplasia by blocking alpha-1 receptors, which control constriction of both the prostate and ureters.This medication has shown to be effective in treating severe nightmares in children, associated with PTSD symptoms.

Production

 3,4-Dimethoxy--6-amino-benzonitrile generated 3,4-dimethoxy-6-Thiocyanate acyl benzonitrile in water and dichloromethane and sulfur anal phosgene (yield is 94% ).It would get thiourea derivative by reacted  with 1-(2-furan-carbonyl)-piperazine in ethyl acetate(yield is 90%). Then derived free S-methyl-isothiourea derivatives by methylated with methyl iodide to the reaction with the alkali treatment(yield is 95%). Finally,formamide prazosin was gotten by the reaction of S-methyl isothiourea biological, ammonia, ammonium chloride and urea.

Toxicity Data With Reference

1.    

orl-wmn TDLo:20 µg/kg:BPR,GIT

    AIMEAS    Annals of Internal Medicine. 97 (1982),455.
2.    

orl-man TDLo:1143 µg/kg:BPR

    AMSVAZ    Acta Medica Scandinavica. 213 (1983),157.
3.    

orl-hmn TDLo:280 µg/kg:CNS,CVS

    BMJOAE    British Medical Journal. 2 (1976),508.
4.    

orl-hmn TDLo:1260 µg/kg:CNS,KID

    BMJOAE    British Medical Journal. 1 (1978),622.

Safety Profile

Human systemic effects by ingestion of very small amounts: somnolence, hallucinations, distorted perceptions, changes in motor activity, decreased blood pressure, nausea or vomiting, and kidney effects. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.

Specification

 Prazosin is a sympatholytic drug used to treat high blood pressure (hypertension). It belongs to the class of alpha-adrenergic blockers, which lower blood pressure by relaxing blood vessels. Specifically, prazosin is selective for the alpha-1 receptors on vascular smooth muscle. These receptors are responsible for the vasoconstrictive action of norepinephrine, which would normally raise blood pressure. By blocking these receptors, prazosin reduces blood pressure.