N-CARBAMYL-L-GLUTAMIC ACID
- Product Name
- N-CARBAMYL-L-GLUTAMIC ACID
- CAS No.
- 1188-38-1
- Chemical Name
- N-CARBAMYL-L-GLUTAMIC ACID
- Synonyms
- OE 312;Carbaglu;N-Cbm-Glu-OH;carglumicaci;CargluMic Acid;ureidoglutaricacid;Carboglutamic acid;n-carbamylglutamate;carbamylglutamicacid;N-Carbamyl-L-glutamic
- CBNumber
- CB6183743
- Molecular Formula
- C6H10N2O5
- Formula Weight
- 190.15
- MOL File
- 1188-38-1.mol
N-CARBAMYL-L-GLUTAMIC ACID Property
- 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
- pka
- 3.71±0.10(Predicted)
- color
- White to Off-White
- InChI
- InChI=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
- InChIKey
- LCQLHJZYVOQKHU-VKHMYHEASA-N
- SMILES
- C(O)(=O)[C@H](CCC(O)=O)NC(N)=O
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- PHR3819
- Product name
- Carglumic Acid
- Purity
- certified reference material, pharmaceutical secondary standard
- Packaging
- 400mg
- Price
- $207.1
- Updated
- 2025/07/31
- Product number
- C4375
- Product name
- N-Carbamyl-L-glutamic acid
- Packaging
- 10g
- Price
- $245
- Updated
- 2025/07/31
- Product number
- 1096586
- Product name
- Carglumic Acid
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 200mg
- Price
- $425
- Updated
- 2025/07/31
- Product number
- C3060
- Product name
- N-Carbamoyl L-Glutamic Acid
- Packaging
- 1G
- Price
- $42
- Updated
- 2025/07/31
- Product number
- C3060
- Product name
- N-Carbamoyl L-Glutamic Acid
- Packaging
- 5G
- Price
- $126
- Updated
- 2025/07/31
N-CARBAMYL-L-GLUTAMIC ACID Chemical Properties,Usage,Production
Uses
carbamylphosphate synthetase activator
Uses
N-Carbamyl-L-glutamic Acid has been shown to have protective effects against ammonia intoxication and is used in the treatment of acute hyperammonemia.
Definition
ChEBI: 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 Activity
N-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
590-28-3
56-86-0
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 materials
Preparation Products
N-CARBAMYL-L-GLUTAMIC ACID Suppliers
- Tel
- --
- Fax
- --
- pharmachemicals@recordati.it
- Country
- Italy
- ProdList
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- Advantage
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View Lastest Price from N-CARBAMYL-L-GLUTAMIC ACID manufacturers
- Product
- N-Carbamyl-l-glutamic acid 1188-38-1
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 95%min
- Supply Ability
- 1000kg
- Release date
- 2023-01-10
- Product
- N-CARBAMYL-L-GLUTAMIC ACID 1188-38-1
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-21
- Product
- N-Carbamylglutamate 1188-38-1
- Price
- US $120.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20ton
- Release date
- 2024-05-07