5679-00-5

Basic information

• Product Name: 7-Didemethyl Minocycline
• Synonyms: (4S,4aS,5aR,12aS)-7-Amino-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-2-naphthacenecarboxamide;7-Amino-6-deoxy-6-demethyltetracycline;7-Aminominocycline;7-Didemethyl Minocycline Discontinued See: D439651;[4S-(4α,4aα,5aα,12aα)]-7-AMino-4-(diMethylaMino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxaMide;7-DideMethyl Minocycline Discontinued;[4S-(4a,4aa,5aa,12aa)]-7-Amino-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide;7-Amino-6-demethyl-6-deoxytetracycline
• CAS NO: 5679-00-5
• Molecular Formula: C₂₁H₂₃N₃O₇
• Molecular Weight: 429.427
• Product Categories: Pharmaceuticals;Amines;Aromatics;Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites & Impurities
• Mol File: 5679-00-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: >213?C (dec.)
• Boiling Point: 817.4±65.0 °C(Predicted)
• Appearance: /
• Density: 1.65±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• PKA: 4.50±1.00(Predicted)
• CAS DataBase Reference: 7-Didemethyl Minocycline(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Didemethyl Minocycline(5679-00-5)
• EPA Substance Registry System: 7-Didemethyl Minocycline(5679-00-5)

Safety Data

• Hazardous Substances Data: 5679-00-5(Hazardous Substances Data)

Usage

Chemical Properties

Light-Tan Solid

Upstream product

• 808-26-4 sancycline 
• 64-73-3 demeclocycline hydrochloride 
• 5585-59-1 [4S-(4a,12aα)]-7-nitro-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a octahydro-naphthacene-2-carboxylic acid amide 
• 2449-05-0 dibenzyl azodicarboxylate 

Downstream Products

• 808-26-4 sancycline 
• 13614-98-7 minocycline Hydrochloride 

Relevant articles and documents

Preparation method of 7-amino-6-demethylation-6-deoxy tetracycline and minocycline hydrochloride

The invention relates to a preparation method of 7-amido-6-demethylation-6-deoxy tetracycline and minocycline hydrochloride, and particularly provides a preparation method of 7-amido-6-demethylation-6-deoxy tetracycline. The preparation method comprises the following steps: (1) carrying out chlorination reaction on 6- preparation method-6-deoxy tetracycline and a chlorination reagent, and obtaining a chlorination product; carrying out azo reaction on the chlorination product and an azo reagent to obtain a reaction solution containing 7-p-benzenesulfonic acid azo group-11a-chloro-6-demethylation-6-deoxy tetracycline; and (2) adding a reducing reagent into the reaction solution containing the 7-p-benzenesulfonic acid azo group-11a-chloro-6-demethylation-6-deoxy tetracycline obtained in the step (1), and carrying out a reaction to obtain the 7-amido-6-demethylation-6-deoxy tetracycline. The synthesis method of minocycline hydrochloride has the advantages of simple synthesis process, high yield, high purity, easiness in large-scale production and the like.

Preparation method of 7-aminominocyclin

The invention discloses a preparation method of 7-aminominocycline (Formula I). Sancycline is used as the raw material, tetrahydrofuran is used as solvent under strong acid condition (trifluoromethanesulfonic acid) and sancycline directly reacts with dibenzyl azodicarboxylate, and the 7-aminominocyclin is obtained. The invention has the advantages of low cost and easy availability of raw materials, short synthesis steps, mild reaction conditions and simple post-treatment. The process is stable and reproducible, which greatly reduces the production cost and is beneficial to batch production.

SUBSTITUTED TETRACYCLINE COMPOUNDS

The present invention pertains, at least in part, to novel substituted tetracycline compounds. These tetracycline compounds can be used to treat numerous tetracycline compound-responsive states, such as bacterial infections and neoplasms, as well as other known applications for tetracycline compounds such as blocking tetracycline efflux and modulation of gene expression.