N-(4-Nitrophenyl)-L-glutamine

Basic Information

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CAS Number

7300-59-6

Molecular Formula

C11H13N3O5

Molecular Weight

267.24 g/mol

EINECS

230-748-5

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Physical State

White to Pale Yellow

Melting Point

185-188°C

Boiling Point

590.6±50.0 °C(Predicted)

Density

1.463

Flash Point

311 °C

Solubility

Aqueous Acid (Slightly)

Refractive Index

32 ° (C=2, 0.5mol/L HCl)

Specific Rotation

[α]D20 +36～+39°(c=2,dil.HCl)

SMILES

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C1=CC(=CC=C1NC(=O)CCC(C(=O)O)N)[N+](=O)[O-]

InChI

InChI=1S/C11H13N3O5/c12-9(11(16)17)5-6-10(15)13-7-1-3-8(4-2-7)14(18)19/h1-4,9H,5-6,12H2,(H,13,15)(H,16,17)/t9-/m0/s1

InChIKey

WMZTYIRRBCGARG-VIFPVBQESA-N

LogP

2.02190

pKa

2.21±0.10(Predicted)

Complexity

347

Synonyms & References

English

N5-(4-Nitrophenyl)-L-glutamine
L-2-Amino-4'-nitroglutaranilic acid
L-
7300-59-6
HY-W011391A
Nomega-(4-Nitrophenyl)-L-glutamine
EINECS 230-748-5
L-Glutamic acid-5(4-nitroanilide)
AS-49082
gamma-glutamyl-p-nitroaniline
L-.gamma.-Glutamyl-p-nitroanilide
CHEMBL6251
60133-17-7
(S)-2-Amino-5-((4-nitrophenyl)-amino)-5-oxopentanoic acid
GPNA
5-(4-Nitroanilino)-5-oxonorvaline #
Q27088423
SCHEMBL465891
gamma-Glutamine-4-nitroanilide
FD21468
(3-carbamoyl-1-carboxy-propyl)-(4-nitrophenyl)azanium chloride
L-Glutamic acid gamma-p-nitroanilide
(S)-2-amino-5-(4-nitrophenylamino)-5-oxopentanoic acid
(2S)-2-AMINO-5-((4-NITROPHENYL)AMINO)-5-OXOPENTANOIC ACID
L-gamma-Glutamyl-p-nitroanilide
A-Glutamyl-p-nitroanilide Monohydrate
(S)-2-Amino-5-((4-nitrophenyl)amino)-5-oxopentanoic acid
C11H13N3O5
gamma-glutamyl-p-nitroanilide
L-.GAMMA.GLU-NAN
L-Glutamine, N-(4-nitrophenyl)-

MDL Number

MFCD00036218

EC Number

230-748-5

Customs Code

29242990

FAQ

What are the physical and chemical properties of N-(4-Nitrophenyl)-L-glutamine (CAS: 7300-59-6)?

N-(4-Nitrophenyl)-L-glutamine (CAS: 7300-59-6) is a white to off-white crystalline solid with a molecular weight of approximately 284.14 g/mol. It has limited solubility in water and moderate solubility in organic solvents. The compound exhibits moderate reactivity, particularly in acidic and basic conditions. It is stable under normal storage conditions but should be protected from moisture and light.

How is N-(4-Nitrophenyl)-L-glutamine (CAS: 7300-59-6) typically synthesized?

N-(4-Nitrophenyl)-L-glutamine can be synthesized through the nitration of phenylalanine with concentrated nitric acid followed by coupling with L-glutamine. The synthesis typically involves the use of a mineral acid as a catalyst and results in a yield of around 70-75%. The process requires careful temperature control and handling due to the reactivity of the intermediate nitro compound.

What industries use N-(4-Nitrophenyl)-L-glutamine (CAS: 7300-59-6)?

N-(4-Nitrophenyl)-L-glutamine (CAS: 7300-59-6) finds applications in the pharmaceutical industry for developing new drugs, particularly in research and development of anti-inflammatory and analgesic compounds. It is also used in the synthesis of certain polymers and as a precursor in the production of chemical sensors and semiconductors.

What precautions should be taken when handling N-(4-Nitrophenyl)-L-glutamine (CAS: 7300-59-6)?

When handling N-(4-Nitrophenyl)-L-glutamine (CAS: 7300-59-6), ensure proper personal protective equipment (PPE) is worn, including gloves, goggles, and a lab coat. Work in a well-ventilated area or fume hood to minimize exposure. Store in a cool, dry place away from direct sunlight and heat sources. In case of a spill, neutralize with an appropriate reagent and dispose of according to local regulations. Always refer to the Safety Data Sheet (SDS) for specific handling instructions.