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| CAS No.: | 4271-30-1 |
|---|---|
| Name: | N-(4-Aminobenzoyl)-L-glutamic acid |
| Molecular Structure: | |
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| Formula: | C12H14N2O5 |
| Molecular Weight: | 266.254 |
| 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; |
| EINECS: | 224-261-7 |
| Density: | 1.418 g/cm3 |
| Melting Point: | ~175 °C (dec.) |
| Boiling Point: | 607.1 °C at 760 mmHg |
| Flash Point: | 320.9 °C |
| Appearance: | Beige crystalline powder |
| Risk Codes: | 36/37/38 |
| Safety: | 26-36/37/39 |
| PSA: | 129.72000 |
| LogP: | 1.28870 |
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- 4271-30-1
N-(4-aminobenzoyl)-L-glutamic acid
| Conditions | Yield |
|---|---|
| With ammonium formate; palladium-carbon In methanol | 99% |
| 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 | 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 | 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 | Yield |
|---|---|
| With phosphate-buffered saline pH=7.4; UV-irradiation; |
B
- 4271-30-1
N-(4-aminobenzoyl)-L-glutamic acid
| Conditions | Yield |
|---|---|
| In phosphate buffer at 25 - 30℃; pH=7.4; Kinetics; UV-irradiation; |
| Conditions | Yield |
|---|---|
| With oxygen; rose bengal In water-d2 pH=10.5; Kinetics; Irradiation; |
| 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 |
| 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 |
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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