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N-CARBAMYL-L-GLUTAMIC ACID

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CAS:1188-38-1
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CAS:1188-38-1
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Products Intro: Product Name:N-Cbm-Glu-OH
CAS:1188-38-1
Purity:98% Min. Package:1G;1KG;100KG

N-CARBAMYL-L-GLUTAMIC ACID manufacturers

  • Carglumic Acid
  • Carglumic Acid pictures
  • $89.00
  • 2026-06-02
  • CAS:1188-38-1
  • Purity: 99.93%
  • Supply Ability: 10g
  • Carglumic Acid
  • Carglumic Acid pictures
  • $89.00
  • 2026-06-02
  • CAS:1188-38-1
  • Purity: 99.93%
  • Supply Ability: 10g
N-CARBAMYL-L-GLUTAMIC ACID Basic information
Product Name:N-CARBAMYL-L-GLUTAMIC ACID
Synonyms:N-CARBAMYL-L-GLUTAMIC ACID;carbamino-l-glutamicacid;carbamylglutamicacid;NCG,N-carbamyl-L-glutamic acid;N-(Aminocarbonyl)-L-Glutamic Acid(Carglumic Acid);N-Carbamyl-L-glutamate;N-Cbm-Glu-OH;N-Carbamyl-L-glutamic
CAS:1188-38-1
MF:C6H10N2O5
MW:190.15
EINECS:601-569-3
Product Categories:A - H;Amino Acids;Modified Amino Acids;CARBAGLU
Mol File:1188-38-1.mol
N-CARBAMYL-L-GLUTAMIC ACID Structure
N-CARBAMYL-L-GLUTAMIC ACID Chemical Properties
Melting point 174°
Boiling point 438.1±45.0 °C(Predicted)
density 1.499±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility DMSO (Slightly), Methanol (Slightly, Sonicated)
form Solid
pka3.71±0.10(Predicted)
color White to Off-White
Major Applicationcell analysis
Cosmetics Ingredients FunctionsSKIN CONDITIONING - MISCELLANEOUS
SKIN CONDITIONING - HUMECTANT
HAIR CONDITIONING
ANTIOXIDANT
SKIN PROTECTING
InChIInChI=1S/C6H10N2O5/c7-6(13)8-3(5(11)12)1-2-4(9)10/h3H,1-2H2,(H,9,10)(H,11,12)(H3,7,8,13)/t3-/m0/s1
InChIKeyLCQLHJZYVOQKHU-VKHMYHEASA-N
SMILESC(O)(=O)[C@H](CCC(O)=O)NC(N)=O
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37
WGK Germany 3
RTECS LZ9870000
HS Code 2924190002
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
N-CARBAMYL-L-GLUTAMIC ACID Usage And Synthesis
Usescarbamylphosphate synthetase activator
UsesN-Carbamyl-L-glutamic Acid has been shown to have protective effects against ammonia intoxication and is used in the treatment of acute hyperammonemia.
DefinitionChEBI: A urea that is the N-carbamoyl derivative of L-glutamic acid. An orphan drug used to treat a deficiency in the enzyme N-acetylglutamate synthase, which leads to acute hyperammonaemia.
Biological ActivityN-Carbamyl-L-glutamic acid (carglumic acid) is use to study its potential as a replacement therapy for N-acetylglutamate synthetase (NAGS) deficiency and to tre at hyperammonemia.
Synthesis
Potassium cyanate

590-28-3

L-Glutamic acid

56-86-0

N-CARBAMYL-L-GLUTAMIC ACID

1188-38-1

The general procedure for the synthesis of N-carbamoyl-L-glutamic acid from potassium cyanate and L-glutamic acid was as follows: 4 mmol of L-glutamic acid was dissolved in 20 mL of water and the solution was acidified using concentrated hydrochloric acid (37 μL, v/v). Subsequently, 12 mmol of potassium thiocyanate (KOCN) was added to the acidified solution. The reaction mixture was heated to 333 K under continuous stirring and maintained at this temperature for 4 hours. Upon completion of the reaction, the solution was cooled to room temperature and transferred to a glass vial sealed with a closure film, which was perforated to promote solvent evaporation until a white solid was observed to precipitate. Crystals of (I) suitable for X-ray single crystal diffraction analysis were grown at room temperature by slow evaporation of the ethanol solution (see Scheme 1). The yield of this synthetic method was 62% and the melting points of the resulting products ranged from 170°C to 171°C. This experimental procedure is an improvement and optimization of a previously reported method.

in vivo

The results show that Carglumic acid, but not the vehicle control, markedly inhibits tumor growth. In the orthotopic pancreatic cancer model, tumor growth inhibition by Carglumic acid on day 21 is 80% (P<0.01). In the orthotopic triple-negative breast cancer model, tumor growth inhibition by Carglumic acid on day 20 is 82% (P<0.01). These results indicate that Carglumic acid suppresses tumor growth in pancreatic cancer and triple-negative breast cancer. On day 20, mean tumor growth inhibition in orally and intravenously treated mice is 55% and 93%, respectively, relative to untreated mice (P<0.01)[1].

References[1] Molecular Crystals and Liquid Crystals, 2016, vol. 625, # 1, p. 225 - 232
[2] Pharmaceutical Chemistry Journal, 1978, vol. 12, # 5, p. 601 - 606
[3] Khimiko-Farmatsevticheskii Zhurnal, 1978, vol. 12, # 5, p. 53 - 59
N-CARBAMYL-L-GLUTAMIC ACID Preparation Products And Raw materials
Raw materials3-UREIDOPROPIONIC ACID-->Sodium cyanate-->Urea-->L-Glutamic acid-->Hydrochloric acid-->Water-->Potassium cyanate
Tag:N-CARBAMYL-L-GLUTAMIC ACID(1188-38-1) Related Product Information
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