4-Amino-4-deoxy-10-methylpteroic acid

Names

[ CAS No. ]:
19741-14-1

[ Name ]:
4-Amino-4-deoxy-10-methylpteroic acid

[Synonym ]:
Methotrexate impurity E
4-(((2,4-Diaminopteridin-6-yl)methyl)(methyl)amino)benzoic acid
S1584_Selleck
4-{[(2,4-Diaminopteridin-6-yl)methyl](methyl)amino}benzoic acid
Benzoic acid, 4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]-
4-{[(2,4-Diamino-6-pteridinyl)methyl](methyl)amino}benzoic acid
Deoxyaminopteroic acid
DAMPA
4-{[(2,4-Diaminopteridin-6-yl)methyl]methylamino}benzoic acid
4-Amino-4-deoxy-10-methylpteroic acid
Methotrexate Impurity 5

Biological Activity

[Description]:

Methotrexate metabolite (DAMPA), the active metabolite of Methotrexate. Methotrexate is a folic acid antagonist that is widely used as an immunosuppressant and chemotherapeutic agent[1].

[Related Catalog]:

Signaling Pathways >> Cell Cycle/DNA Damage >> Antifolate

Research Areas >> Inflammation/Immunology

[References]

[1]. Schofield RC, et al. Development and validation of a turbulent flow chromatography and tandem mass spectrometry method for the quantitation of methotrexate and its metabolites 7-hydroxy methotrexate and DAMPA in serum. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Oct 1;1002:169-75.

Chemical & Physical Properties

[ Density]:
1.532

[ Boiling Point ]:
689.3±65.0 °C at 760 mmHg

[ Melting Point ]:
242 ºC

[ Molecular Formula ]:
C₁₅H₁₅N₇O₂

[ Molecular Weight ]:
325.325

[ Flash Point ]:
370.7±34.3 °C

[ Exact Mass ]:
325.128723

[ PSA ]:
144.14000

[ LogP ]:
1.75

[ Vapour Pressure ]:
0.0±2.3 mmHg at 25°C

[ Index of Refraction ]:
1.799

[ Storage condition ]:
2-8°C

Safety Information

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
43-52/53

[ Safety Phrases ]:
36/37

[ WGK Germany ]:
3

[ HS Code ]:
2933990090

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Chemically induced dimerization of dihydrofolate reductase by a homobifunctional dimer of methotrexate.

Chem. Biol. 7(5) , 313-21, (2000)

Chemically induced dimerization (CID) can be used to manipulate cellular regulatory pathways from signal transduction to transcription, and to create model systems for study of the specific interactio...

An investigation into the source of the deglutamated metabolites of methotrexate in patients treated with high dose infusions.

Ann. Clin. Biochem. 23 ( Pt 2) , 210-5, (1986)

The influence of 7-OH methotrexate metabolite on clinical relevance of methotrexate determination.

Clin. Lab. 57(7-8) , 599-606, (2011)

A modified high performance liquid chromatographic (HPLC) method has been developed for the simultaneous determination of methotrexate (MTX) and its main metabolite 7-hydroxymethotrexate (7-OHMTX) and...