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Oxamniquine

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Name

Oxamniquine

EINECS N/A
CAS No. 21738-42-1 Density 1.174g/cm3
PSA 90.11000 LogP 2.86390
Solubility N/A Melting Point 147-149°
Formula C14H21 N3 O3 Boiling Point 443.6°Cat760mmHg
Molecular Weight 279.339 Flash Point 222.1°C
Transport Information N/A Appearance N/A
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. Risk Codes N/A
Molecular Structure Molecular Structure of 21738-42-1 (OXAMNIQUINE(200MG)DISCONTINUED) Hazard Symbols N/A
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

 

Oxamniquine Chemical Properties

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

Oxamniquine Uses

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

Oxamniquine 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.

Oxamniquine Consensus Reports

EPA Genetic Toxicology Program.

Oxamniquine 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.

Oxamniquine 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.

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