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Metoprine

Metoprine structure

Metoprine 

structure
  • CAS No:

    7761-45-7

  • Formula:

    C11H10Cl2N4

  • Chemical Name:

    Metoprine

  • Synonyms:

    2,4-Pyrimidinediamine,5-(3,4-dichlorophenyl)-6-methyl-;Pyrimidine,2,4-diamino-5-(3,4-dichlorophenyl)-6-methyl-;5-(3,4-Dichlorophenyl)-6-methyl-2,4-pyrimidinediamine;2,4-Diamino-5-(3′,4′-dichlorophenyl)-6-methylpyrimidine;BW 50197;Methodichlorophen;2,4-Diamino-5-(3,4-dichlorophenyl)-6-methylpyrimidine;BW 197U;DDMP;Metoprine;NSC 19494;NSC 7364;SK 5265;U 197

Description

Metoprine is a diaminopyrimidine folate antagonist with potential antineoplastic activity. Metoprine inhibits dihydrofolate reductase, resulting in decreased cellular folate metabolism and cell growth; it also inhibits histamine-N-methyltransferase, resulting in decreased histamine catabolism. Lipid-soluble metoprine is capable of crossing the blood-brain barrier. (NCI04)

Metoprine Basic Attributes

269.129

269.13

2L9RKX796Q

19494|7364

DTXSID0057831

C1161

Characteristics

77.8

4.08560

1.485 g/cm3

275-276 °C

483.7ºC at 760 mmHg

246.3ºC

1.678

Drug Information

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)|Inhibitors of the enzyme, dihydrofolate reductase (TETRAHYDROFOLATE DEHYDROGENASE), which converts dihydrofolate (FH2) to tetrahydrofolate (FH4). They are frequently used in cancer chemotherapy. (From AMA, Drug Evaluations Annual, 1994, p2033) (See all compounds classified as Folic Acid Antagonists.)|Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)

2,4-diamino-5-(3',4'-dichlorophenyl)-6-methylpyrimidine

Metoprine Use and Manufacturing

A 2,4-Diaminopyrimidine derivative as antimalarial agent.

Computed Properties

Molecular Weight:269.13
XLogP3:2.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:268.0282517
Monoisotopic Mass:268.0282517
Topological Polar Surface Area:77.8
Heavy Atom Count:17
Complexity:266
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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