Carglumic acid

Base Information

• Chemical Name: Carglumic acid
• CAS No.: 1188-38-1
• Molecular Formula: C6H10N2O5
• Molecular Weight: 190.156
• Hs Code.: 2924190002
• UNII: 5L0HB4V1EW
• DSSTox Substance ID: DTXSID7046706
• Nikkaji Number: J2.088.972A
• Wikipedia: Carglumic_acid
• Wikidata: Q822884
• NCI Thesaurus Code: C76884
• RXCUI: 401713
• Pharos Ligand ID: ZVR9PSP8DCU7
• Metabolomics Workbench ID: 43703
• ChEMBL ID: CHEMBL1201780
• Mol file: 1188-38-1.mol

Synonyms:carbamylglutamate;N-carbamoyl-L-glutamate;N-carbamoylglutamate;N-carbamylglutamate

Chemical Property of Carglumic acid

Chemical Property:

• Vapor Pressure: 6.7E-09mmHg at 25°C
• Melting Point: 174°
• Refractive Index: 1.544
• Boiling Point: 438.1 °C at 760 mmHg
• PKA: 3.71±0.10(Predicted)
• Flash Point: 218.8 °C
• PSA: 129.72000
• Density: 1.499g/cm³
• LogP: 0.06390
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 190.05897142
• Heavy Atom Count: 13
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

N-Carbamyl-L-glutamic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CC(=O)O)C(C(=O)O)NC(=O)N
• Isomeric SMILES: C(CC(=O)O)[C@@H](C(=O)O)NC(=O)N
• Recent ClinicalTrials: A Non-Interventional Post-Authorization Study of Carbaglu for the Treatment of Hyperammonemia Due to MMA and PA
• Recent NIPH Clinical Trials: Carglumic Acid Administration for OTC Deficienscy
• Uses: carbamylphosphate synthetase activator N-Carbamyl-L-glutamic Acid has been shown to have protective effects against ammonia intoxication and is used in the treatment of acute hyperammonemia.

Technology Process of Carglumic acid

There total 7 articles about Carglumic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

carglumic acid lithium salt → L-carglumic acid (1188-38-1)

Guidance literature:

With hydrogenchloride; In water; pH=3;

Reference yield: 91.7%

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + sodium isocyanate (917-61-3) → L-carglumic acid (1188-38-1)

Guidance literature:

With lithium hydroxide monohydrate; In water; at 30 ℃; for 24h; Reagent/catalyst;

Reference yield: 75.0%

potassium cyanate (590-28-3) + monosodium glutamate (142-47-2) → L-carglumic acid (1188-38-1)

Guidance literature:

potassium cyanate; monosodium glutamate; In water; at 70 ℃; for 1h;

With hydrogenchloride; In water; at 0 - 3 ℃;

upstream raw materials:

L-glutamic acid

urea

potassium cyanate

N-carbamoyl-β-alanine

Downstream raw materials:

L-glutamic acid

3-[(4S)-2,5-dioxoimidazolidin-4-yl]propionic acid

N-carbamoyl-L-glutamic acid diethyl ester

Citrulline

Refernces

• 1、 Verardo, Giancarlo,Geatti, Paola,Strazzolini, Paolo. "Rapid and efficient microwave-assisted synthesis of N-carbamoyl-L-amino acids". . p. 1833 - 1844. Retrieved 2007.
• 2、 -. "PROCESS FOR THE SYNTHESIS OF CARGLUMIC ACID". Page/Page column 6-8. . Retrieved 2020/05/19.