ChemicalBook--->CAS DataBase List--->6981-18-6

6981-18-6

6981-18-6 Structure

6981-18-6 Structure
IdentificationMore
[Name]

5-(4,5-dimethoxy-2-methylbenzyl)-2,4-diaminopyrimidine
[CAS]

6981-18-6
[Synonyms]

5-(4,5-dimethoxy-2-methylbenzyl)-2,4-diaminopyrimidine
ORMETHOPRIM
ORMETOPRIM
ORMETOPRIN
OMP
L-Ascorbic Phosphate Magnesium
2,4-Diamino-5-(6-methylveratryl)pyrimidine
5-(4,5-Dimethoxy-2-methylbenzyl)pyrimidine-2,4-diamine
NSC-95072
Ro 5-9754
[EINECS(EC#)]

230-246-6
[Molecular Formula]

C14H18N4O2
[MDL Number]

MFCD00057747
[Molecular Weight]

274.32
[MOL File]

6981-18-6.mol
Chemical PropertiesBack Directory
[Melting point ]

231.0 to 235.0 °C
[Boiling point ]

521.5±60.0 °C(Predicted)
[density ]

1.223±0.06 g/cm3(Predicted)
[storage temp. ]

0-6°C
[solubility ]

Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly, Heated)
[form ]

Solid
[pka]

7.11±0.10(Predicted)
[color ]

Off-White
[Water Solubility ]

Water: Insoluble
[λmax]

287nm(CHCl3)(lit.)
[Stability:]

Hygroscopic
[CAS DataBase Reference]

6981-18-6(CAS DataBase Reference)
[EPA Substance Registry System]

Ormetoprim (6981-18-6)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
[Safety Statements ]

24/25
[HS Code ]

29333990
Hazard InformationBack Directory
[Uses]

It is a potent and selective inhibitor of bacterial dihydrofolate reductase, the enzyme responsible for the NADPH-dependent reduction of 7,8-dihydrofolate to 5,6,7,8-tetrahydrofolate. Antibacterial.
[Uses]

It is a potent and selective inhibitor of bacterial dihydrofolate reductase, the enzyme responsible for the NADPH-dependent reduction of 7,8-dihydrofolate to 5,6,7,8-tetrahydrofolate. Antibacterial.This compound is a contaminant of emerging concern (CECs).
[Definition]

ChEBI: 5-[(4,5-dimethoxy-2-methylphenyl)methyl]pyrimidine-2,4-diamine is a dimethoxybenzene.
[Synthesis Reference(s)]

Journal of Medicinal Chemistry, 14, p. 462, 1971 DOI: 10.1021/jm00287a029
[in vivo]

Ormetoprim (8.3 mg/kg; i.p.) exhibits absorption half-life (5.4 h), elimination half-life (7.5 h) and Cmax (1.2±0.2 μg/mL)[3].
Ormetoprim (8.3 mg/kg; p.o.) exhibits absorption half-life (3.9 h), elimination half-life (3.9 h), Cmax (1.6±0.4 μg/mL) and oral availability (78.5%) relative to intraperitoneal administration[3].

Animal Model:Hybrid striped bass (565-805 g)[3]
Dosage:50 mg/kg Sulfadimethoxine and Ormetoprim in a 5:1 ratio (Pharmacokinetic Analysis)
Administration:I.p. and p.o. administration
Result:I.p.: t1/2(elim)=7.5 h; t1/2(abs)=5.4 h; Cmax=1.2 μg/mL.
P.o.: t1/2(elim)=3.9 h; t1/2(abs)=3.9 h; Cmax=1.6 μg/mL; F=78.5%.
Spectrum DetailBack Directory
[Spectrum Detail]

5-(4,5-dimethoxy-2-methylbenzyl)-2,4-diaminopyrimidine(6981-18-6)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

6981-18-6(sigmaaldrich)
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