6-Amino-1,3-dimethyl-5-nitrosouracil

Base Information

• Chemical Name: 6-Amino-1,3-dimethyl-5-nitrosouracil
• CAS No.: 6632-68-4
• Molecular Formula: C6H8 N4 O3
• Molecular Weight: 184.155
• Hs Code.: 2933599090
• European Community (EC) Number: 229-629-0,261-316-4
• NSC Number: 677508,42306,41832,41585,11775
• UNII: 61X94ZW9M7
• DSSTox Substance ID: DTXSID8029280,DTXSID001176363
• Nikkaji Number: J296.971H,J36.560B
• Wikidata: Q27263393
• ChEMBL ID: CHEMBL1608694
• Mol file: 6632-68-4.mol

Synonyms:6632-68-4;6-Amino-1,3-dimethyl-5-nitrosouracil;DANU;6-amino-1,3-dimethyl-5-nitrosopyrimidine-2,4(1H,3H)-dione;58537-55-6;6-amino-1,3-dimethyl-5-nitrosopyrimidine-2,4-dione;1,3-Dimethyl-4-amino-5-nitrosouracil;1,3-Dimethyl-6-amino-5-nitrosouracil;Uracil, 6-amino-1,3-dimethyl-5-nitroso-;NSC 41585;2,4(1H,3H)-Pyrimidinedione, 6-amino-1,3-dimethyl-5-nitroso-;EINECS 229-629-0;NSC 11775;NSC 41832;NSC 42306;6-amino-5-nitroso-1,3-dimethyluracil;BRN 0180955;UNII-61X94ZW9M7;AI3-52908;C6H8N4O3;DTXSID8029280;61X94ZW9M7;EINECS 261-316-4;MFCD00023799;NSC-11775;NSC-41585;NSC-41832;NSC-42306;NSC677508;NSC-677508;2,4(1H,3H)Pyrimidinedione, 6-amino-1,3-dimethyl-5-nitroso-;4-AMINO-1,3-DIMETHYL-2,6-DIHYDROXY-5-NITROSOPYRIMIDINE;Dihydro-6-imino-1,3-dimethyl-3H-pyrimidine-2,4,5-trione 5-oxime;6-amino-1,3-dimethyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione;5-25-15-00414 (Beilstein Handbook Reference);Uracil,3-dimethyl-5-nitroso-;4-Amino-1,3-dimethyl-2,6-dioxo-5-nitrosopyrimidine;2,4(1H,3H)-Pyrimidinone, 6-amino-1,3-dimethyl-5-nitroso-;6-Amino-1,3-dimethyl-5-nitroso-2,4(1H,3H)-pyrimidinedione;4-Amino-1,3-dimethyl-5-nitrosouracil;WLN: T6NVNVJ A1 C1 ENO FZ;NSC99327;2,3H)Pyrimidinedione, 6-amino-1,3-dimethyl-5-nitroso-;2,3H)-Pyrimidinedione, 6-amino-1,3-dimethyl-5-nitroso-;6-amino-1,3-dimethyl-5-nitroso-1h-pyrimidine-2,4-dione;MLS000762440;DTXCID709280;SCHEMBL4193697;CHEMBL1608694;DTXSID001176363;HMS2809K03;NSC11775;NSC41585;NSC41832;NSC42306;Tox21_200968;STK735575;STL347328;AKOS000116016;AKOS022111094;CS-W000286;SB55633;NCGC00246510-01;NCGC00246510-02;NCGC00258521-01;1,3-Dimethyl-4-imino-5-isonitro-uracil;LS-07444;SMR000437937;CAS-6632-68-4;LS-158546;FT-0720870;EN300-02787;F88115;AF-407/01230026;J-019199;W-203458;4-Amino-1,3-dimethyl-2,6-dioxy-5-nitrosopyrimidine;6-amino-1,3-dimethyl-5-nitroso-pyrimidine-2,4-dione;Q27263393;Z56881215;6-Imino-1,3-dimethyl-dihydro-pyrimidine-2,4,5-trione 5-oxime;6-Imino-1,3-dimethyldihydro-2,4,5(3H)-pyrimidinetrione 5-oxime;Dihydro-6-imino-1,3-dimethyl-2,4,5(3H)-pyrimidinetrione 5-oxime;(5Z)-5-hydroxyimino-6-imino-1,3-dimethyl-hexahydropyrimidine-2,4-dione;Dihydro-6-imino-5-hydroxyimino-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione;(5Z)-5-(hydroxyimino)-6-imino-1,3-dimethyldihydropyrimidine-2,4(1H,3H)-dione

Chemical Property of 6-Amino-1,3-dimethyl-5-nitrosouracil

Chemical Property:

• Vapor Pressure: 3.82E-11mmHg at 25°C
• Melting Point: 241-243°C
• Refractive Index: 1.6500 (estimate)
• Boiling Point: 513oC at 760 mmHg
• PKA: 1.16±0.70(Predicted)
• Flash Point: 264oC
• PSA: 99.45000
• Density: 1.408g/cm3
• LogP: -0.35470
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 184.05964013
• Heavy Atom Count: 13
• Complexity: 322

Purity/Quality:

99% ^*data from raw suppliers

6-Amino-1,3-dimethyl-5-nitrosouracil ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 40
• Safety Statements: 22-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1C(=C(C(=O)N(C1=O)C)N=O)N
• Uses: 4-Amino-1,3-dimethyl-5-nitrosouracil is a useful building block for organic synthesis.

Technology Process of 6-Amino-1,3-dimethyl-5-nitrosouracil

There total 8 articles about 6-Amino-1,3-dimethyl-5-nitrosouracil 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: 100.0%

6-Amino-1,3-dimethylbarbituric acid (6642-31-5) → 6-amino-1,3-dimethyl-5-nitroso-1H-pyrimidine-2,4-dione (6632-68-4)

Guidance literature:

With acetic acid; sodium nitrite; In water;

Reference yield: 86.0%

1,3-dimethyl-6-iminouracil (17743-04-3) → 6-amino-1,3-dimethyl-5-nitroso-1H-pyrimidine-2,4-dione (6632-68-4)

Guidance literature:

With sodium nitrite; In water; at 50 ℃;

Reference yield:

1-(2-cyanoacetyl)-1,3-dimethyl-urea (39615-79-7) → 6-amino-1,3-dimethyl-5-nitroso-1H-pyrimidine-2,4-dione (6632-68-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide

2: sodium nitrite; acetic acid / water

With acetic acid; sodium hydroxide; sodium nitrite; In water;

DOI:10.1016/j.ejmech.2019.05.015 DOI:10.1016/j.bioorg.2019.102997

upstream raw materials:

6-Amino-1,3-dimethylbarbituric acid

1,3-dimethyl-6-iminouracil

1,1-Dimethylurea

6-amino-1-methyluracil

Downstream raw materials:

1,3-Dimethyl-6-phenylpyrazino<2,3-d>pyrimidine-2,4(1H,3H)-dione

4,6-dioxo-5,7-dimethylpyrimido-2,1,3-thiadiazole

1,3-dimethyl-7-phenyllumazine

4,5-Diamino-1,3-dimethyluracil

Refernces

• 1、 Jiménez-Pulido, Sonia B.,Illán-Cabeza, Nuria A.,Hueso-Ure?a, Francisco,Moreno-Carretero, Miguel N.. "Re(I) and Ag(I) complexes containing the polydentate symmetric diazine derived from 6-acetyl-1,3,7-trimethylpteridine-2,4(1H,3H)-dione in two different binuclear modes". . p. 10 - 15. Retrieved 2013.
• 2、 Das, Subrata,Hussain, Sahid,Kumar, Brajesh,Kumar, Pramanand,Sugunakara Rao, Mugada. "Spectrophotometric investigation of 5-nitroso-6-aminouracil and its methyl derivative in methanol by selective complexation with bivalent metal ions". . . Retrieved 2020/07/20.
• 3、 Hisham, Mohamed,Youssif, Bahaa G.M.,Osman, Essam Eldin A.,Hayallah, Alaa M.,Abdel-Aziz, Mohamed. "Synthesis and biological evaluation of novel xanthine derivatives as potential apoptotic antitumor agents". . p. 117 - 128. Retrieved 2019/05/21.