86271-83-2

Basic information

• Product Name: (2Z,4S,4aR,5S,5aR,6R,12aS)-2-[amino(hydroxy)methylidene]-5,10,11,12a-tetrahydroxy-6-methyl-4-(methylamino)-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione
• Synonyms: N Desmethyl Doxycycline (Crude);Doxycycline Impurity 7(N-Desmethyl Doxycycline);2-Naphthacenecarboxamide, 1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-4-(methylamino)-1,11-dioxo-, (4S,4aR,5S,5aR,6R,12aS)-
• CAS NO: 86271-83-2
• Molecular Formula: C₂₁H₂₂N₂O₈
• Molecular Weight: 430.408
• Mol File: 86271-83-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 693.8°C at 760 mmHg
• Flash Point: 373.4°C
• Density: 1.68g/cm³
• Vapor Pressure: 3.32E-20mmHg at 25°C
• Refractive Index: 1.748
• CAS DataBase Reference: (2Z,4S,4aR,5S,5aR,6R,12aS)-2-[amino(hydroxy)methylidene]-5,10,11,12a-tetrahydroxy-6-methyl-4-(methylamino)-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione(CAS DataBase Reference)
• NIST Chemistry Reference: (2Z,4S,4aR,5S,5aR,6R,12aS)-2-[amino(hydroxy)methylidene]-5,10,11,12a-tetrahydroxy-6-methyl-4-(methylamino)-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione(86271-83-2)
• EPA Substance Registry System: (2Z,4S,4aR,5S,5aR,6R,12aS)-2-[amino(hydroxy)methylidene]-5,10,11,12a-tetrahydroxy-6-methyl-4-(methylamino)-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione(86271-83-2)

Safety Data

• Hazardous Substances Data: 86271-83-2(Hazardous Substances Data)

Usage

Uses

N-Desmethyl Doxycycline is a metabolite of Doxycycline (D561500); an antibacterial agent.

Upstream product

• 10592-13-9 doxycycline hydrochloride 

Relevant articles and documents

Synthesis of a doxycycline-[13CD3] standard

A stable isotope labelled mass spectrometry internal standard of the antibiotic doxycycline was prepared to assist in pharmacokinetic analyses. Our approach was to first N-demethylate doxycycline using a non-classical Polonovski reaction and then re-methylate using methyl-[13CD3] iodide, which gave doxycycline-[13CD3] with an isotopic purity of 99%.