6-(Bromomethyl)-2,4-pteridinediamine hydrobromide
- CAS No.
- 52853-40-4
- Chemical Name:
- 6-(Bromomethyl)-2,4-pteridinediamine hydrobromide
- Synonyms
- 6-(Bromomethyl)-2,4-diaminopteridine Hydrobromide;2,4-pteridinediaMine, 6-(broMoMethyl)-, hydrobroMide;Nsc253943;Methotrexate Impurity 15;Methotrexate Impurity 16;Methotrexate Impurity 17 HBr;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
- CBNumber:
- CB51010881
- Molecular Formula:
- C7H8Br2N6
- Molecular Weight:
- 335.99
- MOL File:
- 52853-40-4.mol
- Modify Date:
- 2023/9/14 17:34:31
| 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 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
6-(Bromomethyl)-2,4-pteridinediamine hydrobromide Chemical Properties,Uses,Production
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.
Chemical Properties
Light Brown Solid
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.
6-(Bromomethyl)-2,4-pteridinediamine hydrobromide Preparation Products And Raw materials
Raw materials
1of3
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