389139-89-3

Basic information

• Product Name: PTK 0796
• Synonyms: AMadacycline;OMadacycline;PTK 0796
• CAS NO: 389139-89-3
• Molecular Formula: C29H40N4O7
• Molecular Weight: 556.6505
• Mol File: 389139-89-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 837.6±65.0 °C(Predicted)
• Appearance: /
• Density: 1.39±0.1 g/cm3(Predicted)
• PKA: 4.50±1.00(Predicted)
• CAS DataBase Reference: PTK 0796(CAS DataBase Reference)
• NIST Chemistry Reference: PTK 0796(389139-89-3)
• EPA Substance Registry System: PTK 0796(389139-89-3)

Safety Data

• Hazardous Substances Data: 389139-89-3(Hazardous Substances Data)

Usage

Description

PTK 0796 is a compound with various applications across different industries, particularly in the pharmaceutical and chemical sectors. It possesses unique properties that make it suitable for a range of uses, including as an active pharmaceutical ingredient and a component in drug delivery systems.

Uses

Used in Pharmaceutical Industry:
PTK 0796 is used as an active pharmaceutical ingredient for its potent antimicrobial and antibacterial properties. It demonstrates efficacy against various bacterial strains, such as Bacillus anthracis and Yersinia pestis, making it a valuable asset in the development of new antibiotics to combat drug-resistant infections.
Additionally, PTK 0796 is used as a novel aminomethylcycline antibiotic in clinical development for community-acquired bacterial pneumonia (CABP). Its unique structure and properties contribute to its effectiveness in treating this common respiratory infection.
Used in Drug Delivery Systems:
In the field of drug delivery, PTK 0796 is utilized as a component in the development of innovative drug delivery systems. Its properties allow for the enhancement of drug solubility, stability, and targeted delivery, improving the overall bioavailability and therapeutic outcomes of various medications.
These applications highlight the versatility and potential of PTK 0796 in addressing various challenges in the pharmaceutical and chemical industries, making it a promising compound for further research and development.

Upstream product

• 2987-16-8 3,3-dimethylbutyrylaldehyde 
• 13614-98-7 minocycline Hydrochloride 
• 630-19-3 pivalaldehyde 
• 835877-68-4 C₂₅H₃₃N₅O₇ 
• 488818-70-8 (4S,4aS,5aR,12aS)-9-formyl-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide 
• 5813-64-9 2.2-dimethylpropylamine 
• 1075240-41-3 C₃₂H₄₃ClN₄O₉ 
• 1075240-40-2 C₃₂H₄₂Cl₂N₄O₉ 

Relevant articles and documents

MINOCYCLINE COMPOUNDS FOR BIODEFENSE

Methods of treating or preventing a bacterial infection in a subject are disclosed herein, wherein the bacterial infection is caused by a bacterium which can be used as a biological weapon. Also disclosed is a pharmaceutical composition comprising the compound of the present invention for treating or preventing a bacterial infection in a subject, wherein the bacterial infection is caused by a bacterium which can be used as a biological weapon.

METHODS FOR SYNTHESIZING SUBSTITUTED TETRACYCLINE COMPOUNDS

Methods for synthesizing a carboxaldehyde substituted tetracycline compound comprising reacting a tetracycline reactive intermediate under appropriate conditions with carbon monoxide, a palladium catalyst, a phosphine ligand, a silane and a base, such that said carboxaldehyde substituted tetracycline compound is synthesized. The palladium catalyst is chosen from PdCl2 (tBu2PhP)2 dichlorobis (di-tert-butylphenylphosphine palladium (II)] or PdCl2 (DPEPhos) [bis (diphenylphosphinophenyl) ether palladium (II) chloride]. The tetracycline reactive intermediate contains moieties selected from halogens and triflates. Methods of synthesizing a substituted tetracycline compound comprising reacting the carboxaldehyde substituted tetracycline compound under palladium catalyzed coupling conditions, hydrogenolysis conditions or reductive amination conditions.

Synthesis development of an aminomethylcycline antibiotic via an electronically tuned acyliminium Friedel-Crafts reaction

With the goal of improving the synthetic efficiency, the development of a convergent synthesis of a minocycline derivative PTK0796 via an intermolecular acyliminium Friedel-Crafts reaction (Tscherniac-Einhorn reaction) is described. The entire C9 neopentylaminomethyl side chain was installed in one step using an electronically optimized chloromethylacyliminium precursor in 83% yield. Deprotection and re-equilibration to the C4 α-epimer in the presence of CaCl2 and ethanolamine or NaOH afforded the target aminomethylcycline antibiotic. The corresponding crystalline tosylate salt was found to exhibit improved solid state stability.