CAERULOMYCIN A

Base Information

• Chemical Name: CAERULOMYCIN A
• CAS No.: 21802-37-9
• Molecular Formula: C12H11 N3 O2
• Molecular Weight: 229.238
• Hs Code.: 2933399090
• Mol file: 21802-37-9.mol

Synonyms:Cerulomycin(6CI,7CI); Caerulomycin; Caerulomycin A

Chemical Property of CAERULOMYCIN A

Chemical Property:

• Melting Point: 173 °C
• Boiling Point: 400.4°Cat760mmHg
• PKA: 9.89±0.50(Predicted)
• Flash Point: 195.9°C
• PSA: 67.60000
• Density: 1.23g/cm³
• LogP: 1.96030
• Storage Temp.: ?20°C
• Solubility.: Soluble in DMSO (up to 10 mg/ml).

Purity/Quality:

97% ^*data from raw suppliers

Caerulomycin A ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Description: Caerulomycin A (21802-37-9) chemically novel and potent immunosuppressive agent. Suppresses T cell activation and IFN7gamma; secretion?in vitro?and?in vivo.1 Caerulomycin A induces expansion of regulatory T cells by via interfering with IFNγ -induced STAT1 signaling.2
• Uses: Caerulomycin is a rare and unusual antibiotic containing a core 2, 2’-bispyridyl with an oxime substituent, produced by a strain of Streptomyces caeruleus isolated in Canada in 1959. Caerulomycin is active against fungi and some protozoans, and is weakly active against bacteria. While its discovery has stimulated some synthetic effort, little is known about the mode and spectrum of action of caerulomycin. Caerulomycin A is a pyridine derived antiobiotic with a broad spectrum of bioactivity.

Technology Process of CAERULOMYCIN A

There total 1 articles about CAERULOMYCIN A 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:

2-methyl-4-nitropyridine N-oxide (5470-66-6) → (E)-4-methoxy-2,2'-bipyridine-6-carbaldehyde oxime (21802-37-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: tetrahydrofuran / -60 °C / Inert atmosphere

1.2: -60 - 20 °C / Inert atmosphere

2.1: methanol / 60 °C

3.1: acetic anhydride / 110 °C

3.2: 2 h / 70 °C

4.1: manganese(IV) oxide / chloroform / 20 °C

5.1: pyridine; hydroxylamine hydrochloride / ethanol / Reflux

With pyridine; manganese(IV) oxide; hydroxylamine hydrochloride; acetic anhydride; In tetrahydrofuran; methanol; ethanol; chloroform;

DOI:10.1021/ol202597b

Reference yield:

(E)-4-methoxy-2,2'-bipyridine-6-carbaldehyde oxime (21802-37-9) → 2-Picolinic acid (98-98-6)

Guidance literature:

With potassium permanganate; In sulfuric acid; Heating; differently radiolabelled analougs obtained from feeding experiments were also used; the incorporation of radioactivity was investigated;

DOI:10.1139/v88-031

upstream raw materials:

2-methyl-4-nitropyridine N-oxide

Downstream raw materials:

2-Picolinic acid

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