P1781
Pteroic acid
≥93%
Synonym(s):
4-{[(2-Amino-4-hydroxypteridin-6-yl)methyl]amino}benzoic acid
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About This Item
Empirical Formula (Hill Notation):
C14H12N6O3
CAS Number:
Molecular Weight:
312.28
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
≥93%
form
powder
SMILES string
NC1=NC(=O)C2=NC(CNc3ccc(cc3)C(O)=O)=CNC2=N1
InChI
1S/C14H12N6O3/c15-14-19-11-10(12(21)20-14)18-9(6-17-11)5-16-8-3-1-7(2-4-8)13(22)23/h1-4,6,16H,5H2,(H,22,23)(H3,15,17,19,20,21)
InChI key
JOAQINSXLLMRCV-UHFFFAOYSA-N
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Application
Pteroic acid can be used as a reactant to synthesize:
- N-trifluoroacetyl pteroic acid by reacting with trifluoroacetic anhydride via acylation.
- bis-Decyl chain derivative of pteroic acid through photocleavage reaction.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Maciej Adamczyk et al.
Bioorganic & medicinal chemistry letters, 14(9), 2313-2317 (2004-04-15)
N(10)-Trifluoroacetylpteroic acid was conjugated to chemiluminescent N-sulfonylacridinium-9-carboxamide labels at the N(10) or 9-position carboxamide. Upon binding to folate binding protein the light output of the N(10) derivative (9) was quenched up to 62% upon triggering with basic peroxide, while the
Sumith A Kularatne et al.
Methods in molecular biology (Clifton, N.J.), 624, 249-265 (2010-03-11)
Nanoparticulate medicines offer the advantage of allowing delivery of large quantities of unmodified drug within the same particle. Nanoparticle uptake by cancer cells can, however, be compromised due to the large size and hydrophilicity of the particle. To circumvent cell
P J Vickers et al.
Canadian journal of biochemistry and cell biology = Revue canadienne de biochimie et biologie cellulaire, 63(7), 777-779 (1985-07-01)
The glutamylation of methotrexate catalyzed by beef liver folypolyglutamate synthetase (FPGS) is activated by addition of pteroic acid. Pteroic acid causes greater stimulation of FPGS, including glutamylation of tetrahydrofolate, at neutral pH values (i.e., below the pH optimum of 8.4).
Berit Kühle et al.
Recent results in cancer research. Fortschritte der Krebsforschung. Progres dans les recherches sur le cancer, 194, 257-267 (2012-08-25)
The folate receptor (FR) is a very attractive target in oncological imaging as it is overexpressed by a variety of cancer types, whereas the expression in healthy tissue is very limited. The synthesis of regioisomeric pure folic acid derivatives normally
Synthesis of pteroylglutamic acid (liver L. casei factor) and pteroic acid.
M E HULTQUIST et al.
Journal of the American Chemical Society, 70(1), 23-23 (1948-01-01)
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