Aminometradine

Base Information

• Chemical Name: Aminometradine
• CAS No.: 642-44-4
• Molecular Formula: C9H13 N3 O2
• Molecular Weight: 195.221
• European Community (EC) Number: 211-384-6
• UNII: PPM8SX5Q3V
• DSSTox Substance ID: DTXSID00214403
• Nikkaji Number: J7.058K
• Wikipedia: Aminometradine
• Wikidata: Q4746463
• NCI Thesaurus Code: C76645
• RXCUI: 1440266
• ChEMBL ID: CHEMBL2104036
• Mol file: 642-44-4.mol

Synonyms:AMINOMETRADINE;642-44-4;Aminometramide;Catapyrin;Katapyrin;Alacil;Allacyl;Mictine;Mincard;1-Allyl-6-amino-3-ethyluracil;Aminometradina;Aminometradinum;Aminometradine [INN:BAN];Aminometradinum [INN-Latin];Aminometradina [INN-Spanish];1-Ethyl-3-allyl-6-aminouracil;1-allyl-6-amino-3-ethylpyrimidine-2,4(1H,3H)-dione;EINECS 211-384-6;UNII-PPM8SX5Q3V;Uracil, 1-allyl-6-amino-3-ethyl-;PPM8SX5Q3V;allacil;BRN 0175533;metravigor;mictin;1-Allyl-6-amino-3-ethyl-2,4(1H,3H)-pyrimidinedione;S.C. 3497;1-Allyl-3-ethyl-6-aminotetrahydropyrimidinedione;6-Amino-3-ethyl-1-(2-propenyl)-2,4(1H,3H-)-pyrimidinedione;1-Allyl-3-ethyl-6-amino-1,2,3,4-tetrahydro-2,4-pyrimidinedione;4-25-00-04113 (Beilstein Handbook Reference);6-amino-3-ethyl-1-prop-2-enylpyrimidine-2,4-dione;EC-000.1454;Aminometradine [BAN:INN];AMINOMETRADINE [MI];AMINOMETRADINE [INN];SCHEMBL309849;AMINOMETRADINE [MART.];AMINOMETRADINE [WHO-DD];CHEMBL2104036;DTXSID00214403;CHEBI:134853;6-amino-3-ethyl-1-(prop-2-en-1-yl)-1,2,3,4-tetrahydropyrimidine-2,4-dione;AKOS006271568;LS-158524;AB-323/25048029;SR-01000944974;Q4746463;SR-01000944974-1;2,4(1H,3H)-Pyrimidinedione, 6-amino-3-ethyl-1-(2-propenyl)-;6-Amino-3-ethyl-1-(2-propen-1-yl)-2,4(1H,3H)-pyrimidinedione

Chemical Property of Aminometradine

Chemical Property:

• Vapor Pressure: 0.00179mmHg at 25°C
• Melting Point: 75-115°; mp 143-144°
• Refractive Index: 1.5100 (estimate)
• Boiling Point: 292.8°C at 760 mmHg
• Flash Point: 130.9°C
• PSA: 70.02000
• Density: 1.167g/cm³
• LogP: 0.37930
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 195.100776666
• Heavy Atom Count: 14
• Complexity: 309

Purity/Quality:

99% ^*data from raw suppliers

Mictine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1C(=O)C=C(N(C1=O)CC=C)N
• Uses: Mictine is an oral diuretic that is used in the management of edema and in the treatment of congestive heart failure.
• Therapeutic Function: Diuretic

Technology Process of Aminometradine

There total 3 articles about Aminometradine 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:

N-(allylcarbamoyl)-2-cyanoacetamide (872828-38-1) → 3-ethyl-1-allyl-6-amino-1H-pyrimidine-2,4-dione (642-44-4)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH solution

2: aq. NaOH solution; ethanol

With sodium hydroxide; ethanol;

DOI:10.1021/jo50006a010

Reference yield:

diethyl sulfate (64-67-5) + 1-allyl-6-aminopyrimidine-2,4(1H,3H)-dione (4852-21-5) → 3-ethyl-1-allyl-6-amino-1H-pyrimidine-2,4-dione (642-44-4)

Guidance literature:

With sodium hydroxide; ethanol;

DOI:10.1021/jo50006a010

Reference yield:

N-allyl-N'-ethylurea (89607-21-6) + cyanoacetic acid (372-09-8) → 3-ethyl-1-allyl-6-amino-1H-pyrimidine-2,4-dione (642-44-4)

Guidance literature:

With acetic anhydride; Behandeln des Reaktionsprodukts mit wss.NaOH;

DOI:10.1021/jo50006a010

upstream raw materials:

diethyl sulfate

1-allyl-6-aminopyrimidine-2,4(1H,3H)-dione

N-allyl-N'-ethylurea

cyanoacetic acid