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Merck
CN

P1781

Sigma-Aldrich

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
C E Butterworth et al.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.), 181(1), 49-58 (1986-01-01)
"No-blood disease" is a severe, feed-related anemia of channel catfish. Pathological features in advanced cases include almost total absence of circulating red blood cells, hepatic fatty change, megaloblastic arrest of hematopoiesis, and intussusceptions of the small intestine. In view of
R L Stephens et al.
The Journal of pharmacology and experimental therapeutics, 239(3), 627-633 (1986-12-01)
Folic acid (FA) and 5-formyltetrahydrofolic acid (FTHF) have been shown previously to produce a marked stimulation of locomotor activity after bilateral injection into the rat nucleus accumbens. This study was designed to determine whether the hypermotility response produced by the
Cristina Müller et al.
European journal of nuclear medicine and molecular imaging, 33(9), 1007-1016 (2006-06-10)
The folate receptor (FR) is a valuable tumour marker, since it is frequently overexpressed on various cancer types. The purpose of the present study was to pre-clinically evaluate novel site-specifically modified (99m)Tc(CO)(3) folate (gamma-derivative 4, alpha-derivative 5) and pteroate (6)
Michael S Lee et al.
The journal of physical chemistry. B, 112(42), 13411-13417 (2008-09-30)
A comparative analysis is provided of the effect of different solvent models on the calculation of a potential of mean force (PMF) for determining the absolute binding affinity of the small molecule inhibitor pteroic acid bound to ricin toxin A-chain

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