Carbadox

Base Information

• Chemical Name: Carbadox
• CAS No.: 6804-07-5
• Molecular Formula: C11H10 N4 O4
• Molecular Weight: 262.225
• Hs Code.: 29339900
• Mol file: 6804-07-5.mol

Synonyms:Carbazicacid, 3-(2-quinoxalinylmethylene)-, methyl ester, N,N'-dioxide (7CI); Carbazicacid, 3-(2-quinoxalinylmethylene)-, methyl ester, N1,N4-dioxide (8CI);Hydrazinecarboxylic acid, (2-quinoxalinylmethylene)-, methyl ester,N,N'-dioxide; Hydrazinecarboxylic acid,[(1,4-dioxido-2-quinoxalinyl)methylene]-, methyl ester (9CI); 2-Formylquinoxaline-1,4-dioxidecarbomethoxyhydrazone; Carbadox; Fortigro; GS 6244; Getroxel; Mecadox; Methyl3-(2-quinoxalinylmethylene)carbazate N1,N4-dioxide;Quinoxaline-2-carbomethoxyhydrazone 1,4-dioxide

Chemical Property of Carbadox

Chemical Property:

• Melting Point: 239-240 ºC
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 405.47°C (rough estimate)
• PKA: 10.51±0.46(Predicted)
• Flash Point: 18°(64°F)
• PSA: 101.61000
• Density: 1.447g/cm3
• LogP: 1.77760
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly, Sonicated)
• Water Solubility.: Soluble in 1N NaOH (50 mg/ml), and water (partly).

Purity/Quality:

99.9% ^*data from raw suppliers

Carbadox ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,T
• Statements: 45-11-22
• Safety Statements: 53-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Carbadox has been used to suppress aldosterone production, to study the spread of shiga toxin-producing Escherichia coli (STEC) strains, and to compare different antimicrobial activities. Carbadox is a quinoxaline-di-N-oxide antibiotic that is generally used in feed to swine to prevent dysentery and improve feed efficiency. It inhibits bacteria by intercalation and induction of mutations in bacterial genome.
• Therapeutic Function: Antibacterial

Technology Process of Carbadox

There total 6 articles about Carbadox 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: 96.0%

hydrazinecarboxylic acid methyl ester (6294-89-9) + 2-<(nitrooxy)methyl>quinoxaline 1,4-dioxide (93222-85-6) → carbadox (6804-07-5)

Guidance literature:

In dichloromethane;

DOI:10.1021/jo00201a028

Reference yield:

→ methyl 3-(2-quinoxalinylmethylene)carbazate N1,N4-dioxide (6804-07-5)

Guidance literature:

Reference yield:

2-methylquinoxaline 1,4-dioxide (6639-86-7) → carbadox (6804-07-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 55 percent / Br₂ / ethyl acetate / 2.5 h / Heating

2: 56 percent / silver nitrate / acetonitrile / 1.5 h / Ambient temperature

3: 96 percent / CH₂Cl₂

With bromine; silver nitrate; In dichloromethane; ethyl acetate; acetonitrile;

DOI:10.1021/jo00201a028

upstream raw materials:

hydrazinecarboxylic acid methyl ester

2-<(nitrooxy)methyl>quinoxaline 1,4-dioxide

2-methylquinoxaline 1,4-dioxide

2-(bromomethyl)quinoxaline 1,4-dioxide

Downstream raw materials:

methyl 3-(2-quinoxalinylmethylene)carbazate

Refernces

• 1、 Haddadin, Makhluf J.,Kattan, Asma M. A.,Issidorides, Costas H.. "Oxidative Elimination of Nitrous Acid from Nitrate Esters. Preparation Of Mecadox". . p. 129 - 130. Retrieved 2007/10/02.