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N-(p-Aminobenzoyl)glutamic acid

CAS No.
4271-30-1
Chemical Name:
N-(p-Aminobenzoyl)glutamic acid
Synonyms
N-(4-AMINOBENZOYL)-L-GLUTAMIC ACID;Methotrexate EP Impurity K;(2S)-2-(4-Aminobenzamido)pentanedioic Acid;(2S)-2-[(4-Aminobenzoyl)amino]pentanedioic Acid;NSC 71042;H-4-ABZ-GLU-OH;Folic acid iMpurity A;Methotrexate Impurity K;Folic Acid EP Impurity A;P-aminobenzoyl glutamate
CBNumber:
CB2193546
Molecular Formula:
C12H14N2O5
Molecular Weight:
266.25
MDL Number:
MFCD00042821
MOL File:
4271-30-1.mol
Last updated:2026-01-13 11:16:33
Product description Number Pack Size Price
Folic acid impurity A European Pharmacopoeia (EP) Reference Standard Y0001242 25 mg $225
N-(4-Aminobenzoyl)-L-glutamic acid ≥98% (TLC) A0879 5g $502
N-(4-Aminobenzoyl)-L-glutamic acid United States Pharmacopeia (USP) Reference Standard 1019870 50mg $392
N-(4-Aminobenzoyl)-L-glutamic Acid >97.0%(T) A0442 1g $97
N-(4-Aminobenzoyl)-L-glutamic Acid >97.0%(T) A0442 5g $315
More product size

N-(p-Aminobenzoyl)glutamic acid Properties

Melting point ~175 °C (dec.)
alpha -15 º (c=2% in 0.1N HCl)
Boiling point 409.45°C (rough estimate)
Density 1.2846 (rough estimate)
refractive index 1.6660 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility Aqueous Base (Sparingly), Aqueous Acid (Sparingly), DMSO (Sparingly)
form Solid
pka 3.50±0.10(Predicted)
color White to Light
Merck 14,426
BRN 2816320
Stability Hygroscopic
Major Application detection
peptide synthesis
InChI 1S/C12H14N2O5/c13-8-3-1-7(2-4-8)11(17)14-9(12(18)19)5-6-10(15)16/h1-4,9H,5-6,13H2,(H,14,17)(H,15,16)(H,18,19)/t9-/m0/s1
InChIKey GADGMZDHLQLZRI-VIFPVBQESA-N
SMILES Nc1ccc(cc1)C(=O)N[C@@H](CCC(O)=O)C(O)=O
CAS DataBase Reference 4271-30-1(CAS DataBase Reference)
FDA UNII 9BKY99A8HJ
UNSPSC Code 41116107
NACRES NA.26

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P271-P280
PPE Eyeshields, Gloves, type N95 (US)
Risk Statements  36/37/38
Safety Statements  26-36/37/39
WGK Germany  3
HS Code  2924296000
Storage Class 11 - Combustible Solids

N-(p-Aminobenzoyl)glutamic acid price More Price(35)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0001242 Folic acid impurity A European Pharmacopoeia (EP) Reference Standard 4271-30-1 25 mg $225 2025-07-31 Buy
Sigma-Aldrich A0879 N-(4-Aminobenzoyl)-L-glutamic acid ≥98% (TLC) 4271-30-1 5g $502 2025-07-31 Buy
Sigma-Aldrich 1019870 N-(4-Aminobenzoyl)-L-glutamic acid United States Pharmacopeia (USP) Reference Standard 4271-30-1 50mg $392 2025-07-31 Buy
TCI Chemical A0442 N-(4-Aminobenzoyl)-L-glutamic Acid >97.0%(T) 4271-30-1 1g $97 2025-07-31 Buy
TCI Chemical A0442 N-(4-Aminobenzoyl)-L-glutamic Acid >97.0%(T) 4271-30-1 5g $315 2025-07-31 Buy
Product number Packaging Price Buy
Y0001242 25 mg $225 Buy
A0879 5g $502 Buy
1019870 50mg $392 Buy
A0442 1g $97 Buy
A0442 5g $315 Buy

N-(p-Aminobenzoyl)glutamic acid Chemical Properties,Uses,Production

Chemical Properties

Light Tan Waxy Solid

Uses

Marker in folate metabolism studies.

Uses

Major metabolite of 5-Methyltetrahydrofolic Acid

Definition

ChEBI: A dipeptide resulting from the formal condensation of the carboxylic acid group of 4-aminobenzoic acid with the amino group of L-glutamic acid.

Biological Activity

N-p-Aminobenzoyl)-L-glutamic acid is a folate catabolite th at can be metabolized by bacterial p-aminobenzoate auxotrophs possessing the enzyme p-aminobenzoyl-glutamate hydrolase.

Synthesis

P-NITROBENZOYL-L-GLUTAMIC ACID

6758-40-3

N-(p-Aminobenzoyl)glutamic acid

4271-30-1

General procedure for the synthesis of N-(4-aminobenzoyl)-L-glutamic acid from N-p-nitrobenzoylglutamic acid: 27.23 g (0.1 mol) of N-nitrobenzoyl-L-glutamic acid and 118 g of methanol were added to a reaction vessel, and stirred until complete dissolution. Subsequently, 0.59 g of 10% Pd/C catalyst was added and 18.92 g (0.3 mol) of ammonium formate was added slowly. The reaction mixture was stirred at room temperature and kept for 30 minutes. After completion of the reaction, the Pd/C catalyst was recovered by filtration. The filtrate was adjusted to pH=3 with hydrochloric acid in methanol and left to stand for 30 min before filtering the precipitated crystals. The crystals were washed with a small amount of methanol and dried to give 25.75 g of N-(4-aminobenzoyl)-L-glutamic acid, with 99.88% purity by HPLC, 96.58% yield, and 95.64% total yield as nitrobenzoic acid.

Purification Methods

Crystallise the acid from H2O. Also purify it by dissolving 2.7g in H2O (130mL), adding aqueous NaOH to pH 5.5 and adding portionwise a solution of 0.5M CuSO4 to complete precipitation of the Cu salt. This salt is filtered off, suspended in H2O and H2S is bubbled through to precipitate CuS, filter, evaporate and recrystallise the residue from H2O. It has max (H2O) at 273nm. [Backer & Houtman Recl Trav Chim Pays-Bas 70 738, 743 1951, Beilstein 14 IV 1153.]

References

[1] Patent: CN105439895, 2016, A. Location in patent: Paragraph 0029; 0030
[2] Chirality, 2010, vol. 22, # 2, p. 252 - 257
[3] Journal of the Chemical Society, 1949, p. 1401,1404
[4] Yakugaku Zasshi, 1949, vol. 69, p. 457
[5] Chem.Abstr., 1950, p. 3442

6758-40-3
4271-30-1
Synthesis of N-(p-Aminobenzoyl)glutamic acid from P-NITROBENZOYL-L-GLUTAMIC ACID

N-(p-Aminobenzoyl)glutamic acid Preparation Products And Raw materials

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View Lastest Price from N-(p-Aminobenzoyl)glutamic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-(4-Aminobenzoyl)-L-glutamic acid pictures 2026-02-06 N-(4-Aminobenzoyl)-L-glutamic acid
4271-30-1
US $0.00 / kg 1kg 98.5% 200mt/year Jinan Finer Chemical Co., Ltd
N-(p-Aminobenzoyl)glutamic acid pictures 2026-02-03 N-(p-Aminobenzoyl)glutamic acid
4271-30-1
US $0.00-0.00 / Kg/Drum 1KG 98%min 1000KGS WUHAN FORTUNA CHEMICAL CO., LTD
N-(p-Aminobenzoyl)glutamic acid pictures 2025-12-01 N-(p-Aminobenzoyl)glutamic acid
4271-30-1
US $0.00 / kg 1kg 99% 10000KGS Shaanxi Dideu New Materials Co. Ltd
H-4-ABZ-GLU-OH N-(P-AMINOBENZOYL)-L-GLUTAMIC ACID P-AMINOBENZOYL-L-GLUTAMIC ACID P-AMINO BENZAMIDE GLUTAMIC ACID N-(4-AMINOBENZOYL)-L-GLUTAMIC ACID N-(4-Aminobenzoyl)-L-Glutaminic Acid L-Glutamic acid, N-(4-aminobenzoyl)- N-(p-Aminobenzoyl)glutamic acid 2-[(4-aminobenzoyl)amino]glutaric acid 2-[(4-azanylphenyl)carbonylamino]pentanedioic acid 4-AMINOBENZOYLGLUTAMIC ACID 4-AMINOBENZOIC GLUTAMIC ACID 4-aminobenzoyl-L-glutamic acid NSC 71042 (S)-2-(4-AMinobenzaMido)pentanedioic acid Folic acid iMpurity A Folic acid iMpurity A N-(4-AMinobenzoyl)-L-glutaMic acid N-(P-Aminobenzoyl)-L-glutamic acidN-(P-Aminobenzoyl)-L-(+)glutamicacid EuE N-(4-aminobenzoyl)-L-Glutamic acid (Folic Acid Imp A) 4-Aminobenzoylglutamic Acid (50 mg) Methotrexate Impurity K Methotrexate EP Impurity K Methotrexate Impurity 11(EP-K) (2S)-2-[(4-aminophenyl)formamido]pentanedioic acid Methotrexate Impurity K (Folinic Acid Impurity A) Calcium Levofolinate EP Impurity A Calcium Levofolinate Impurity 1(Calcium Levofolinate EP Impurity A) N-(4-carbamoyl)-L-glutamic acid Folinic Acid Impurity A (Methotrexate Impurity K) N-(4-Aminobenzoyl)-L-glutamic Acid > (2S)-2-[(4-Aminobenzoyl)amino]penta Folic acid impurity A CRS N-4-Aminobenzoyl-L-glutaminsure Folinic Acid Impurity A (4-Aminobenzoyl Glutamic Acid) Impurity A of Calcium Levofolinate Levofolinate EP Impurity A Folic Acid EP Impurity A Folic Acid Impurity 1(Folic Acid EP Impurity A) N-(4-aminobenzoyl)-L-glutamicaci Methotrexate Impurity 11(Methotrexate EP Impurity K) N-(p-Aminobenzoyl)glutamic acid USP/EP/BP N-p-aminobenzoyl-L-glutamic acid USP/EP/BP Para amino-benzoyl glutamate Folic Acid EP Impurity A (Methotrexate EP Impurity K) Methotrexate EP Impurity K (Folic Acid EP Impurity A) N-(4-Aminobenzoyl)-L-glutamic acid, ≥98% (TLC) Folic acid Impurity AQ: What is Folic acid Impurity A Q: What is the CAS Number of Folic acid Impurity A Q: What is the storage condition of Folic acid Impurity A 4-Aminobenzoylglutamic Acid (F0M031) (2S)-2-(4-Aminobenzamido)pentanedioic Acid (2S)-2-[(4-Aminobenzoyl)amino]pentanedioic Acid 4-Aminobenzoylglutamic Acid (1019870) Methotrexate EP Impurity K (Folinic Acid EP Impurity A) N-(4-aminobenzoyl) -L-glutamate (2S)-2-[(4-Aminobenzoyl)amino]pentanedioic Acid (N-(4-Aminobenzoyl)-L-glutamic Acid) Calcium Folinate EP Impurity A Folic Acid Hydrate EP Impurity A N-(p-Aminobenzoyl)glutamicaci Folinic Acid Impurity A (Methotrexate EP Impurity K)