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N-(p-Aminobenzoyl)glutamic acid

Product Name
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
Formula Weight
266.25
MOL File
4271-30-1.mol
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N-(p-Aminobenzoyl)glutamic acid Property

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
InChIKey
GADGMZDHLQLZRI-VIFPVBQESA-N
CAS DataBase Reference
4271-30-1(CAS DataBase Reference)
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Safety

Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
WGK Germany 
3
HS Code 
2924296000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

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

6758-40-3

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

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

Raw materials

4-Nitrobenzoyl chloride P-NITROBENZOYL-L-GLUTAMIC ACID Purple 4-Nitrobenzoic acid Ammonium sulfide

Preparation Products

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N-(p-Aminobenzoyl)glutamic acid Suppliers

Americas 1 Canada 2 China 420 Europe 1 Germany 3 India 13 Japan 1 Slovakia 1 Switzerland 4 United Kingdom 14 United States 26 Global 486
Toronto Research Chemicals
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Fax
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Email
info@trc-canada.com
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Canada
ProdList
6038
Advantage
71
Dalton Chemical Laboratories, Inc.
Tel
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Fax
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Email
chemist@dalton.com
Country
Canada
ProdList
965
Advantage
78
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View Lastest Price from N-(p-Aminobenzoyl)glutamic acid manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
N-(p-Aminobenzoyl)glutamic acid 4271-30-1
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000KGS
Release date
2025-04-24
WUHAN FORTUNA CHEMICAL CO., LTD
Product
N-(p-Aminobenzoyl)glutamic acid 4271-30-1
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
1000KGS
Release date
2021-11-08
Hebei Chuanghai Biotechnology Co., Ltd
Product
N-(p-Aminobenzoyl)glutamic acid 4271-30-1
Price
US $30.00-10.00/KG
Min. Order
50KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-24

4271-30-1, N-(p-Aminobenzoyl)glutamic acidRelated Search:

Benzoyl peroxide TEA-LAUROYL GLUTAMATE N-Formylmorpholine P-AMINOBENZAMIDE GLUTAMIC ACID L-Glutamic acid L-Tetrahydrofolic Acid FOLIC ACID IMP. A (EP): N-(4-AMINOBENZOYL)-L-GLUTAMIC ACID MM(CRM STANDARD),FOLIC ACID IMP. A (EP): N-(4-AMINOBENZOYL)-L-GLUTAMIC ACID MM(CRM STANDARD) 4-Aminobenzoic acid p-Aminobenzamide Glutamic acid 2-Amino-7-(chloromethyl)pteridin-4(1H)-one Levomefolate calcium 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 Folitixorin (Mixture of DiastereoMers) 2-Amino-4-hydroxy-1H-pteridine N-(4-aminobenzoyl)- D-Glutamic acid

  • 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 &gt
  • (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)
  • N-(p-Aminobenzoyl)glutamicaci
  • Calcium Folinate EP Impurity A
  • Folinic Acid Impurity A (Methotrexate EP Impurity K)
  • Folic Acid Hydrate EP Impurity A