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21738-42-1

Basic Information
CAS No.: 21738-42-1
Name: OXAMNIQUINE(200MG)DISCONTINUED
Molecular Structure:
Molecular Structure of 21738-42-1 (OXAMNIQUINE(200MG)DISCONTINUED)
Formula: C14H21 N3 O3
Molecular Weight: 279.339
Synonyms: 6-Quinolinemethanol,1,2,3,4-tetrahydro-2-[(isopropylamino)methyl]-7-nitro- (8CI); (?à)-Oxamniquine;1,2,3,4-Tetrahydro-6-(hydroxymethyl)-2-[(isopropylamino)methyl]-7-nitroquinoline;6-Hydroxymethyl-2-isopropylaminomethyl-7-nitro-1,2,3,4-tetrahydroquinoline;Mansil; NSC 352888; Oxamniquine; UK 4261; UK 4271; Vansil
Density: 1.174g/cm3
Melting Point: 147-149°
Boiling Point: 443.6°Cat760mmHg
Flash Point: 222.1°C
Safety: Poison by ingestion, intraperitoneal and intramuscular routes. Human mutation data reported. An antischistosomal agent. When heated to decomposition it emits toxic fumes of NOx.
PSA: 90.11000
LogP: 2.86390
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Chemistry

Empirical Formula: C14H21N3O3
Molecular Weight: 279.3348 g/mol 
EINECS: 244-556-4 
Index of Refraction: 1.56
Density: 1.174 g/cm3
Flash Point: 222.1 °C
Enthalpy of Vaporization: 73.91 kJ/mol
Boiling Point: 443.6 °C at 760 mmHg
Vapour Pressure: 1.19E-08 mmHg at 25 °C
Structure of Oxamniquine (CAS NO.21738-42-1):
                
IUPAC Name of Oxamniquine (CAS NO.21738-42-1): [7-Nitro-2-[(propan-2-ylamino)methyl]-1,2,3,4-tetrahydroquinolin-6-yl]methanol

Uses

 Oxamniquine (CAS NO.21738-42-1) is used for treatment of schistosomiasis and is equally effective as praziquantel for treating S. mansoni infections.

Toxicity Data With Reference

1.    

mmo-sat 364 nmol/plate

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 200 (1977),1.
2.    

msc-ham:lng 1 µmol/L

    MUREAV    Mutation Research. 157 (1985),1.
3.    

orl-rat LD50:30 mg/kg

    DDREDK    Drug Development Research. 4 (1984),229.
4.    

ipr-rat LD50:20 mg/kg

    DDREDK    Drug Development Research. 4 (1984),229.
5.    

ims-rat LD50:60 mg/kg

    DDREDK    Drug Development Research. 4 (1984),229.
6.    

orl-mus LD50:1300 mg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 31 (1981),555.
7.    

ipr-mus LD50:650 mg/kg

    DDREDK    Drug Development Research. 4 (1984),229.
8.    

orl-rbt LD50:500 mg/kg

    DDREDK    Drug Development Research. 4 (1984),229.
9.    

orl-ham LD50:950 mg/kg

    DDREDK    Drug Development Research. 4 (1984),229.

Consensus Reports

EPA Genetic Toxicology Program.

Safety Profile

Poison by ingestion, intraperitoneal and intramuscular routes. Human mutation data reported. An antischistosomal agent. When heated to decomposition it emits toxic fumes of NOx.

Specification

 Oxamniquine ,its cas register number is 21738-42-1. It also can be called 6-Quinolinemethanol, 1,2,3,4-tetrahydro-2-((isopropylamino)methyl)-7-nitro- ; 1,2,3,4-Tetrahydro-2-[(isopropylamino)methyl]-7-nitro-6-quinolinemethanol ; and {2-[(Isopropylamino)methyl]-7-nitro-1,2,3,4-tetrahydro-6-quinolinyl}methanol . It causes worms to shift from the mesenteric veins to the liver where the male worms are retained and is a potent single-dose agent for treatment of Schistosoma mansoni infection in man. It is generally well tolerated following oral doses. Oxamniquine (CAS NO.21738-42-1) is extensively metabolised to inactive metabolites which are excreted in the urine, and is a semisynthetic tetrahydroquinoline and possibly acts by DNA binding resulting in contraction and paralysis of the worms and eventual detachment from terminal venules in the mesentry and death.