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 
• 2449-05-0 dibenzyl azodicarboxylate 
• 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 

Downstream Products

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

Relevant articles and documents

Synthesis method of minocycline hydrochloride

The invention relates to a synthesis method of minocycline hydrochloride, which comprises the following steps of: (1) reacting demeclocycline with an amination reagent in a first organic solvent in the presence of a palladium metal complex to obtain 7-amino-6-demethyltetracycline; (2) carrying out a dehydroxylation reaction on the 7-amino-6-demethyltetracycline in a second organic solvent in the presence of a first acid reagent and a first catalyst, so as to obtain 7-amino-6-demethyl-6-deoxytetracycline; and (3) in a third organic solvent, in the presence of a second acid reagent and a second catalyst, carrying out alkylation reaction on the 7-amino-6-demethyl-6-deoxytetracycline and an alkylation reagent to obtain minocycline hydrochloride. The minocycline hydrochloride prepared by the method disclosed by the invention has the advantages of simple synthesis process, high yield, high purity and easiness in large-scale production.

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.