PTEROIC ACID

PTEROIC ACID Basic information
Product Name:PTEROIC ACID
Synonyms:4-[(2-amino-4-oxo-1H-pteridin-6-yl)methylamino]benzoic acid;4-[(2-azanyl-4-oxo-1H-pteridin-6-yl)methylamino]benzoic acid;4-{[(2-Amino-4-hydroxypteridin-6-yl)methyl]amino}benzoic acid;4-[[(2-AMino-3,4-dihydro-4-oxo-6-pteridinyl)Methyl]aMino]benzoic Acid;NSC 14972;p-[(2-AMino-4-hydroxy-6-pteridylMethyl)aMino]benzoic Acid;Benzoic acid, 4-[[(2-aMino-3,4-dihydro-4-oxo-6-pteridinyl)Methyl]aMino]-;Folic acid iMpurity D
CAS:119-24-4
MF:C14H12N6O3
MW:312.28
EINECS:240-718-3
Product Categories:Heterocycles;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Building Blocks;Heterocyclic Building Blocks;Quinazolines
Mol File:119-24-4.mol
PTEROIC ACID Structure
PTEROIC ACID Chemical Properties
Melting point >400℃
Boiling point 610.0±65.0 °C(Predicted)
density 1.69
storage temp. 2-8°C
solubility Aqueous Base (Slightly), DMSO (Slightly)
pka4.65±0.10(Predicted)
form neat
color Light Yellow to Brown
Safety Information
WGK Germany 3
HS Code 2933599590
MSDS Information
ProviderLanguage
SigmaAldrich English
PTEROIC ACID Usage And Synthesis
UsesPteroic Acid (Methotrexate EP Impurity D N-Desmethyl Impurity) is a constituent as well as a degradation product of Folic Acid (F680300) formed via enzymatic hydrolysis. has been shown to activate the glutamylation of methotrexate by folylpolyglutamate synthetase.
UsesPteroic Acid is a constituent as well as a degradation product of Folid Acid (F680300) formed via anzymatic hydrolysis. has been shown to activate the glutamylation of methotrexate by folylpolyglutama te synthetase.
DefinitionChEBI: 4-{[(2-amino-4-hydroxypteridin-6-yl)methyl]amino}benzoic acid is a pteroic acid. It is functionally related to a 2-aminopteridin-4-ol. It is a conjugate base of a 2-amino-6-{[(4-carboxyphenyl)amino]methyl}-4-hydroxypteridin-1-ium. It is a conjugate acid of a 4-{[(2-amino-4-hydroxypteridin-6-yl)methyl]amino}benzoate. It is a tautomer of a 4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoic acid and a 4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino}benzoic acid.
General DescriptionFolic Acid Impurity D is an impurity of the water-soluble B-vitamin, folic acid. Folic Acid is generally used in the treatment of certain types of anemia.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Enzyme inhibitorThis metabolite (FWfree-acid = 312.29 g/mol; CAS 119-24-4), also known as 4-[[(2-amino-1,4-dihydro-4-oxo-6-pteridinyl)methyl]amino]benzoic acid, is a structural component of folates. Pteroic acid is a growth factor for a number of Enterococci. Pteroic acid is a yellow powder that is slightly soluble in aqueous NaOH. The lmax values in 0.1 M NaOH are 255, 275, and 365 nm (e = 26300, 23400, and 8900 M–1cm–1, respectively). Target(s): arylamine N-acetyltransferase; dihydrofolate reductase; dihydrofolate synthetase, weakly inhibited; dihydropteroate synthase; glutamate carboxypeptidase; and xanthine oxidase.
Purification MethodsCrystallise it from dilute HCl. Dry it in vacuo. Hygroscopic IRRITANT. [Nair et al. J Org Chem 46 3152 1981, Beilstein 26 III/IV 3942.]
2-Amino-7-(chloromethyl)pteridin-4(1H)-one 6-hydroxymethylpterin Folic Acid Impurity C (2S)-2-[[4-[Bis[(2-aMino-4-oxo-1,4-dihydropteridin-6-yl)Methyl]aMino]benzoyl]aMino]pentanedioic Acid 2-[4-[(2-amino-4-oxo-5,6,7,8-tetrahydro-1H-pteridin-6-yl)methyl-formyl-amino]benzoyl]aminopentanedioic acid N-(4-aminobenzoyl)- D-Glutamic acid 2-[4-[[2-amino-5-(iminomethyl)-4-oxo-1,6,7,8-tetrahydropteridin-6-yl]methylamino]benzoyl]aminopentanedioic acid 5-Methyl Tetrahedropteroic Acid (Mixture of DiastereoMers) 10-Formylfolic Acid Folinic acid 6-HYDROXY-2,4,5-TRIAMINOPYRIMIDINE 2-AMINO-4-HYDROXY-PTERIDINE-6-CARBALDEHYDE 4-[Methyl[(2-amino-4-hydroxypteridine)-6-ylmethyl]amino]benzoic acid 4-HYDROXYPTERIDINE TECHNICAL PTEROIC ACID N(sup 10)-(trifluoroacetyl)pteroic acid,N10-(TRIFLUOROACETYL)PTEROIC ACID PTEROIC ACID FOLIC ACID IMP. D (EP): 4-[[(2-AMINO-4-OXO-1,4-DIHYDROPTERIDIN-6-YL)METHYL]AMINO]BENZOIC ACID (PTEROIC ACID)

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