5-Aminoorotic acid

Base Information

• Chemical Name: 5-Aminoorotic acid
• CAS No.: 7164-43-4
• Deprecated CAS: 31089-44-8,6311-72-4,856290-34-1,6311-72-4,856290-34-1
• Molecular Formula: C5H5N3O4
• Molecular Weight: 171.112
• Hs Code.: 2933599090
• European Community (EC) Number: 230-514-2
• NSC Number: 43249
• UNII: UM0F8VQR7M
• DSSTox Substance ID: DTXSID1064582
• Nikkaji Number: J4.360E
• Wikidata: Q27461426
• ChEMBL ID: CHEMBL1615017
• Mol file: 7164-43-4.mol

Synonyms:5-aminoorotic acid

Chemical Property of 5-Aminoorotic acid

Chemical Property:

• Vapor Pressure: 6.97E-17mmHg at 25°C
• Melting Point: >300 °C(lit.)
• Refractive Index: 1.605
• Boiling Point: 632.8 °C at 760 mmHg
• PKA: 0.53±0.20(Predicted)
• Flash Point: 336.5 °C
• PSA: 129.04000
• Density: 1.7 g/cm³
• LogP: -1.07520
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 171.02800565
• Heavy Atom Count: 12
• Complexity: 306

Purity/Quality:

99.9% ^*data from raw suppliers

5-Amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(NC(=O)NC1=O)C(=O)O)N
• Uses: 5-Aminoorotic acid was used as an internal standard during the electrochemical determination of orotic acid.

Technology Process of 5-Aminoorotic acid

There total 10 articles about 5-Aminoorotic 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:

5-nitroorotic acid (17687-24-0) → 5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid (7164-43-4)

Guidance literature:

With hydrogenchloride; copper; In water; at 40 ℃; for 13h; Inert atmosphere;

Reference yield:

6-Methyluracil (626-48-2) → 5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid (7164-43-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 2,2'-azobis(isobutyronitrile); cobalt(II) acetate; acetic acid; oxygen / 15 h / 80 °C

2.1: sodium hydroxide / water / 3 h

2.2: 25 - 45 °C / Inert atmosphere

3.1: copper; hydrogenchloride / water / 13 h / 40 °C / Inert atmosphere

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); oxygen; cobalt(II) acetate; copper; acetic acid; sodium hydroxide; In water;

Reference yield:

orotic acid (65-86-1,58915-47-2,6784-70-9) → 5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid (7164-43-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / water / 3 h

1.2: 25 - 45 °C / Inert atmosphere

2.1: copper; hydrogenchloride / water / 13 h / 40 °C / Inert atmosphere

With hydrogenchloride; copper; sodium hydroxide; In water;

upstream raw materials:

6-Methyluracil

orotic acid

5-nitroorotic acid

orotic acid sodium salt

Downstream raw materials:

1,5-dihydro-pyrimido[5,4-d]pyrimidine-2,4,6,8-tetraone

6-thioxo-1,5,6,7-tetrahydro-pyrimido[5,4-d]pyrimidine-2,4,8-trione

2,4,8-Trioxo-hexahydro-pyrimido<5,4-d>pyrimidin

N-(2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-benzamide

Refernces

• 1、 -. "2,6-bis(diethanolamine)-4,8-dipiperidine-pyrimidine-[5,4-d]pyrimidine synthetic method". . . Retrieved 2018/11/22.