ChemicalBook--->CAS DataBase List--->52853-40-4

52853-40-4

52853-40-4 Structure

52853-40-4 Structure
IdentificationBack Directory
[Name]

6-BROMOMETHYL-PTERIDINE-2,4-DIAMINE HBR
[CAS]

52853-40-4
[Synonyms]

Nsc253943
6-BROMOMETHYL-PTERIDINE-2,4-DIAMINE HBR
2, 4-diaMino-6-(broMoMethyl)-pteridine HCL
6-Bromomethyl-pteridine-2,4-diamine hydrobromide
2,4-Diamino-6-(bromomethyl)pteridine Hydrobromide
6-(Bromomethyl)-2,4-diaminopteridine Hydrobromide
2,4-pteridinediaMine, 6-(broMoMethyl)-, hydrobroMide
2,4-diamino-6-(bromomethyl)pteridine(for methotrexate)
2,4-PteridinediaMine, 6-(broMoMethyl)-, MonohydrobroMide
2,4-PteridinediaMine, 6-(broMoMethyl)-, hydrobroMide (1:1)
6-(BroMoMethyl)-2,4-pteridinediaMine HydrobroMide (Technical Grade)
[EINECS(EC#)]

692-499-2
[Molecular Formula]

C7H8Br2N6
[MDL Number]

MFCD09833976
[MOL File]

52853-40-4.mol
[Molecular Weight]

335.987
Chemical PropertiesBack Directory
[Appearance]

Light Brown Solid
[Melting point ]

>195°C (dec.)
[storage temp. ]

-20°C Freezer
[solubility ]

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

Solid
[color ]

Light Brown to Brown
[InChI]

InChI=1S/C7H7BrN6.BrH/c8-1-3-2-11-6-4(12-3)5(9)13-7(10)14-6;/h2H,1H2,(H4,9,10,11,13,14);1H
[InChIKey]

KMQIBGKVZDBGAH-UHFFFAOYSA-N
[SMILES]

NC1=NC(N)=NC2=NC=C(CBr)N=C12.Br
Hazard InformationBack Directory
[Chemical Properties]

Light Brown Solid
[Description]

6-(Bromomethyl)-2,4-pteridinediamine hydrobromide is a potent inhibitor of the enzyme nitroaldolase (EC 1.2.1.22) and has been shown to inhibit cell growth in murine leukemia cells. This reaction is mediated by the addition of bromide to isobutyl esters, leading to a benzyl ester intermediate which undergoes an electrophilic attack on nitroaldolase. The mechanism of action for this drug involves the inhibition of membrane transport and chloride ion influx, which are necessary for the proliferation of tumor cells. 6-(Bromomethyl)-2,4-pteridinediamine hydrobromide also inhibits DNA synthesis through its effects on thymidylate synthase, preventing nucleotide production from thymine and dihydrofolate reductase activity.
[Uses]

6-(Bromomethyl)-2,4-pteridinediamine hydrobromide can be used as organic synthesis intermediate and pharmaceutical intermediate.
[Application]

6-(Bromomethyl)-2,4-pteridinediamine Hydrobromide (Technical Grade) is a useful research chemical used in the preparation of novel methotrexate derivatives as antirheumatic agents as well as the preparation of pteridine reductase inhibitors.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Diethyl ether-->Acetic acid-->Bromine-->Hydrogen bromide-->Sodium acetate-->Triphenylphosphine-->Activated carbon-->Barium sulfate-->N,N-Dimethylacetamide-->Barium chloride-->L-Cysteine-->Pyrimidinetetramine sulfate-->1,3-Dihydroxyacetone
[Preparation Products]

Aminopterin-->L-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-, 1,5-bis(cyanomethyl) ester
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