L-Dihydroorotic acid

Base Information

• Chemical Name: L-Dihydroorotic acid
• CAS No.: 5988-19-2
• Molecular Formula: C5H6N2O4
• Molecular Weight: 158.114
• Hs Code.: 2934999001
• European Community (EC) Number: 624-952-7
• UNII: 4LPL64ZNA5
• DSSTox Substance ID: DTXSID30331399
• Nikkaji Number: J236.345C
• Wikidata: Q27093197,Q106615400
• Metabolomics Workbench ID: 38301
• Mol file: 5988-19-2.mol

Synonyms:4,5-dihydroorotic acid;4,5-dihydroorotic acid, (D)-isomer;4,5-dihydroorotic acid, (DL)-isomer;4,5-dihydroorotic acid, (L)-isomer;5,6-dihydroorotate;dihydroorotate;hydroorotic acid;L-dihydroorotate

Chemical Property of L-Dihydroorotic acid

Chemical Property:

• Appearance/Colour: White to off-white crystalline powder
• Melting Point: 254-255 °C (dec.)(lit.)
• Refractive Index: 1.519
• Boiling Point: 283.16°C (rough estimate)
• PKA: 2.82±0.20(Predicted)
• PSA: 95.50000
• Density: 1.524 g/cm³
• LogP: -0.67330
• Storage Temp.: Store at 0-5°C
• Solubility.: DMSO (Slightly), Water (Slightly, Heated, Sonicated)
• Water Solubility.: Soluble in water (partly), and dimethyl formamide.
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 158.03275668
• Heavy Atom Count: 11
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

L-Dihydroorotic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(NC(=O)NC1=O)C(=O)O
• Isomeric SMILES: C1[C@H](NC(=O)NC1=O)C(=O)O
• Recent ClinicalTrials: Doravirine and Weight Gain in Antiretroviral Naive
• Uses: L-Dihydroorotic acid a metabolite.

Technology Process of L-Dihydroorotic acid

There total 2 articles about L-Dihydroorotic 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:

→ L-dihydroorotic acid (5988-19-2,6202-10-4)

Guidance literature:

With sodium ethanolate;

DOI:10.1021/ja01119a549

Reference yield:

orotic acid (65-86-1,58915-47-2,6784-70-9) → L-dihydroorotic acid (5988-19-2,6202-10-4)

Guidance literature:

durch enzymatische Reduktion;

Reference yield: 93.7%

1-(3,4-dichloro)phenylpiperazine (57260-67-0) + L-dihydroorotic acid (5988-19-2,6202-10-4) → (S)-6-(4-(3,4-dichlorophenyl)piperazine-1-carbonyl)dihydropyrimidine-2,4(1H,3H)-dione

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/acs.jmedchem.1c01475

upstream raw materials:

orotic acid

Downstream raw materials:

benzyl (S)-dihydroorotate

orotic acid

(S)-1-Benzyl-2,6-dioxo-hexahydro-pyrimidine-4-carboxylic acid

benzyl (S)-3-methyldihydroorotate