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Name	N-(4-Aminobenzoyl)-L-glutamic acid	EINECS	224-261-7
CAS No.	4271-30-1	Density	1.418 g/cm³
PSA	129.72000	LogP	1.28870
Solubility	N/A	Melting Point	~175 °C (dec.)
Formula	C₁₂H₁₄N₂O₅	Boiling Point	607.1 °C at 760 mmHg
Molecular Weight	266.254	Flash Point	320.9 °C
Transport Information	N/A	Appearance	Beige crystalline powder
Safety	26-36/37/39	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	N/A
Synonyms	Glutamicacid, N-(p-aminobenzoyl)- (6CI,7CI);Glutamic acid, N-(p-aminobenzoyl)-, L-(8CI);(4-Aminobenzoyl)-L-glutamic acid;(p-Aminobenzoyl)-L-glutamic acid;(p-Aminobenzoyl)glutamic acid;N-(p-Aminobenzoyl)-L(+)-glutamic acid;N-(p-Aminobenzoyl)-L-glutamic acid;N-(p-Aminobenzoyl)glutamic acid;NSC 71042;Z-2-Abu-Phe-OEt;	Article Data	20

N-(4-Aminobenzoyl)-L-glutamic acid Synthetic route

: Di-tert-butyl 3-fluoro,4-nitrobenzoyl-L-glutamate

: 4271-30-1
N-(4-aminobenzoyl)-L-glutamic acid

Conditions

Conditions	Yield
With ammonium formate; palladium-carbon In methanol	99%

: 6758-40-3
p-Nitrobenzoyl-L-(+)-glutamic acid

: 4271-30-1
N-(4-aminobenzoyl)-L-glutamic acid

Conditions

Conditions	Yield
With palladium 10% on activated carbon; ammonium formate In methanol at 20℃; for 0.5h; Time; Concentration;	96.58%
With palladium on carbon; hydrazine hydrate In ethanol at 80℃; for 2.5h;	78%
With ethanol; palladium Hydrogenation;

: 233600-78-7
dimethyl p-trifluoroacetamidobenzoyl-L-glutamate

: 4271-30-1
N-(4-aminobenzoyl)-L-glutamic acid

Conditions

Conditions	Yield
With sodium hydroxide; water In methanol at 23℃; for 4h;	61%

: 13726-52-8
diethyl N-(p-aminobenzoyl)-L-glutamate

: 4271-30-1
N-(4-aminobenzoyl)-L-glutamic acid

: 59-30-3
(S)-2-(4-(((2-amino-4-hydroxypteridin-6-yl)methyl)amino)benzamido)pentanedioic acid

A: 4271-30-1
N-(4-aminobenzoyl)-L-glutamic acid

B: 150-13-0
4-amino-benzoic acid

C: 948-60-7
pterin-6-carboxylic acid

D: 712-30-1
6-pterinaldehyde

Conditions

Conditions	Yield
With hydroxide In water Product distribution;

: 59-30-3
(S)-2-(4-(((2-amino-4-hydroxypteridin-6-yl)methyl)amino)benzamido)pentanedioic acid

A: 4271-30-1
N-(4-aminobenzoyl)-L-glutamic acid

B: 948-60-7
pterin-6-carboxylic acid

C: 712-30-1
6-pterinaldehyde

Conditions

Conditions	Yield
With phosphate-buffered saline pH=7.4; UV-irradiation;

: N-[4-[[(2-amino-1,4,5,6,7,8-hexahydro-5-methyl-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic acid

A: C20H23N7O6

B: 4271-30-1
N-(4-aminobenzoyl)-L-glutamic acid

Conditions

Conditions	Yield
In phosphate buffer at 25 - 30℃; pH=7.4; Kinetics; UV-irradiation;

: 59-30-3
folic acid

A: 712-30-1
6-formylpterin

B: 4271-30-1
N-(4-aminobenzoyl)-L-glutamic acid

Conditions

Conditions	Yield
With oxygen; rose bengal In water-d2 pH=10.5; Kinetics; Irradiation;

: 56-86-0
L-glutamic acid

: 4271-30-1
N-(4-aminobenzoyl)-L-glutamic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 79 percent / SOCl2 / 18 h / Ambient temperature 2: 70 percent / HOBt, DCC, DIEA / tetrahydrofuran / 48 h / -5 °C 3: 61 percent / NaOH, H2O / methanol / 4 h / 23 °C View Scheme
Multi-step reaction with 2 steps 1: aq. NaOH solution 2: palladium; ethanol / Hydrogenation View Scheme

: 404-26-2
4-(trifluoroacetamido)benzoic acid

: 4271-30-1
N-(4-aminobenzoyl)-L-glutamic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 70 percent / HOBt, DCC, DIEA / tetrahydrofuran / 48 h / -5 °C 2: 61 percent / NaOH, H2O / methanol / 4 h / 23 °C View Scheme

N-(4-Aminobenzoyl)-L-glutamic acid Specification

The L-Glutamic acid,N-(4-aminobenzoyl)-, with the CAS registry number 4271-30-1, is also known as p-Aminobenzoyl-L-glutamic acid and L-N-(p-Aminobenzoyl)glutamic acid. It belongs to the product categories of Amino Acids; A - Hpeptide Synthesis; Amino Acid Derivatives; Amino Acids; Glutamic Acid and Modified Amino Acids. Its EINECS registry number is 224-261-7. This chemical's molecular formula is C₁₂H₁₄N₂O₅ and molecular weight is 266.25. What's more, its IUPAC name is 2-[(4-Aminobenzoyl)amino]pentanedioic acid and systematic name is called N-(4-Aminobenzoyl)-L-glutamic acid. This chemical is beige crystalline powder. In addition, it can be used as major metabolite of 5-Methyltetrahydrofolic acid.

Physical properties about L-Glutamic acid,N-(4-aminobenzoyl)- are: (1) ACD/LogP: -0.99; (2) # of Rule of 5 Violations: 1; (3) ACD/BCF (pH 5.5): 1; (4) ACD/BCF (pH 7.4): 1; (5) ACD/KOC (pH 5.5): 1; (6) ACD/KOC (pH 7.4): 1; (7) #H bond acceptors: 7; (8) #H bond donors: 5; (9) #Freely Rotating Bonds: 7; (10) Polar Surface Area: 76.15 Å²; (11) Index of Refraction: 1.617; (12) Molar Refractivity: 65.73 cm³; (13) Molar Volume: 187.7 cm³; (14) Surface Tension: 71.7 dyne/cm; (15) Density: 1.418 g/cm³; (16) Flash Point: 320.9 °C; (17) Enthalpy of Vaporization: 94.87 kJ/mol; (18)Boiling Point: 607.1 °C at 760 mmHg; (19) Vapour Pressure: 1.37E-15 mmHg at 25 °C; (20) Melting Point: 175 °C.

Preparation of L-Glutamic acid,N-(4-aminobenzoyl)-: p-Nitrobenzoyl chloride and Glutamic acid by condensation, then reducing it use Vulcanization ammonium.

Uses of L-Glutamic acid,N-(4-aminobenzoyl)-: (1) it is used as medicinesintermediates; (2) it is used to product Methotrexate and Folic acid.

When you are dealing with this chemical, you should be very careful. This chemical is irritating to eyes, respiratory system and skin. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. And in case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(c1ccc(N)cc1)N[C@H](C(=O)O)CCC(=O)O
(2) InChI: InChI=1/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
(3) InChIKey: GADGMZDHLQLZRI-VIFPVBQEBD

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