158792-24-6

Basic information

• Product Name: COLLISMYCIN A
• Synonyms: COLLISMYCIN A;Collismycin;(E)-4-Methoxy-5-(methylthio)-[2,2'-bipyridine]-6-carbaldehyde oxime
• CAS NO: 158792-24-6
• Molecular Formula: C13H13N3O2S
• Molecular Weight: 275.33
• Mol File: 158792-24-6.mol

Chemical Properties

• Melting Point: 173-174 °C
• Boiling Point: 381.2 °C at 760 mmHg
• Flash Point: 184.3 °C
• Appearance: /
• Density: 1.27 g/cm³
• Vapor Pressure: 5.16E-06mmHg at 25°C
• Refractive Index: 1.624
• Storage Temp.: 2-8°C
• PKA: 9.75±0.50(Predicted)
• CAS DataBase Reference: COLLISMYCIN A(CAS DataBase Reference)
• NIST Chemistry Reference: COLLISMYCIN A(158792-24-6)
• EPA Substance Registry System: COLLISMYCIN A(158792-24-6)

Safety Data

• Hazardous Substances Data: 158792-24-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Collismycin A is used as an anti-proliferative agent for its activity against cancer cells, making it a promising candidate for the development of novel cancer treatments.
Used in Neuroprotection:
Collismycin A is used as a potent and selective neuroprotective agent for its ability to protect against oxidative stress, which can be beneficial in the treatment and prevention of neurodegenerative diseases.
Used in Iron Chelation:
Collismycin A is used as an iron chelator, which can help in the development of neuroprotective compounds by reducing the harmful effects of excess iron in the brain.
Used in Biosynthesis Research:
Collismycin A is used as a starting point for the biosynthesis of related analogues, which can potentially lead to the discovery of new compounds with improved properties and applications in various industries, including pharmaceuticals and biotechnology.

InChI:InChI=1/C13H13N3O2S/c1-18-12-7-10(9-5-3-4-6-14-9)16-11(8-15-17)13(12)19-2/h3-8,16H,1-2H3/b11-8+

Upstream product

• 205053-07-2 4-methoxy-5-methylsulfanyl-[2,2′]bipyridinyl-6-carbaldehyde 
• 366-18-7 [2,2]bipyridinyl 
• 33421-43-1 2,2'-bipyridyl N-oxide 
• 14163-05-4 4-methoxy-2,2’-bipyridine N-oxide 
• 14163-00-9 4-nitro-2,2'-bipyridine N-oxide 
• 205052-95-5 6-bromo-2,2'-bipyridine N-oxide 
• 205052-93-3 6-bromo-4-methoxy-2,2'-bipyridine 
• 205052-91-1 6-bromo-4-methoxy-2,2'-bipyridine N-oxide 
• 205053-05-0 6-bromo-4-methoxy-5-(methylthio)-2,2'-bipyridine 
• 205052-97-7 6-bromo-4-nitro-2,2'-bipyridine N-oxide 
• 14761-58-1 4-methoxy-2,2'-bipyridyl-6-carboxamidoxime 
• 1416512-49-6 sodium 4-methoxy-[2,2']bipyridinyl-6-carboxylate 
• 1416512-50-9 4-methoxy-[2,2']bipyridinyl-6-carboxylic acid diisopropylamide 
• 98-98-6 2-Picolinic acid 

Downstream Products

• 158792-25-7 collismycin B 

Relevant articles and documents

Generation by mutasynthesis of potential neuroprotectant derivatives of the bipyridyl collismycin A

Collismycin A is a member of the 2,2′-bipyridyl family of natural products and structurally belongs to the hybrid polyketides-nonribosomal peptides. A gene coding for a lysine 2-aminotransferase of Streptomyces sp. CS40 (collismycin A producer) was inactivated by gene replacement. The mutant was unable of synthesizing collismycin A but it recovered this capability when picolinic acid was added to the culture medium. By feeding different picolinic acid analogs to this mutant, two new collismycin A derivatives were obtained with a methyl group at the 4 and 6 position of the first pyridine ring of collismycin A, respectively. The two compounds showed effective neuroprotective action against an oxidative stress inducer in a zebra fish model, one of them showing higher neuroprotectant activity than that of collismycin A and that of the control lipoic acid.

Process development of a potent neuroprotector agent: Collismycin A

An efficient synthetic process for the natural product of marine origin, collismycin type A, a potent neuroprotector agent, has been developed. This new synthetic route avoids chromatographic steps, implies an improvement cost, and provides easy access to large scale.

First Syntheses of Caerulomycin E and Collismycins A and C. A New Synthesis of Caerulomycin A

Caerulomycins produced by Streptomyces caeruleus, and collismycins more recently isolated from Streptomyces species, are bipyridinic molecules endowed with antibiotic and cytotoxic activities. The first syntheses of caerulomycin E (1), as well as new synt