88579-23-1

Basic information

• Product Name: 6-Acetyl-4,4-dimethylthio-chroman
• Synonyms: 6-Acetyl-4,4-dimethylthio-chroman;1-(4,4-DIMETHYL-THIOCHROMAN-6-YL)-ETHANONE;6-Acetyl-4,4-diMethyl-3,4-dihydro-2H-1-benzothiopyran;Ethanone, 1-(3,4-dihydro-4,4-diMethyl-2H-1-benzothiopyran-6-yl)-;acetaldehyde compound with 2H-thiochromene (1:1);4,4-dimethyl-6-acetylthiochroman
• CAS NO: 88579-23-1
• Molecular Formula: C₁₃H₁₆OS
• Molecular Weight: 220.33054
• EINECS: 1312995-182-4
• Product Categories: Pharmaceutical Intermediates
• Mol File: 88579-23-1.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 353.8°C at 760 mmHg
• Flash Point: 184.618°C
• Appearance: /
• Density: 1.071g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Very Slightly)
• CAS DataBase Reference: 6-Acetyl-4,4-dimethylthio-chroman(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Acetyl-4,4-dimethylthio-chroman(88579-23-1)
• EPA Substance Registry System: 6-Acetyl-4,4-dimethylthio-chroman(88579-23-1)

Safety Data

• Hazardous Substances Data: 88579-23-1(Hazardous Substances Data)

Usage

Uses

Isotope labelled 6-Acetyl-4,4-dimethylthiochroman is an intermediate in the synthesis of heteroarotinoids.

InChI:InChI=1/C13H16OS/c1-9(14)10-4-5-12-11(8-10)13(2,3)6-7-15-12/h4-5,8H,6-7H2,1-3H3

Upstream product

• 66165-06-8 4,4-dimethyl-3,4-dihydro-2H-1-benzothiopyran 
• 75-36-5 acetyl chloride 
• 40614-27-5 4,4-dimethylchromane 
• 870-63-3 prenyl bromide 
• 91587-25-6 4,4-dimethyl-2-oxo-3,4-dihydro-2H-1-benzothiopyran 
• 108-98-5 thiophenol 
• 70030-51-2 S-phenyl 3,3-dimethylthioacrylate 
• 3350-78-5 3,3-Dimethylacryloyl chloride 
• 91967-95-2 2-methyl-4-(phenylthio)-2-butanol 
• 10276-04-7 3-methyl-1-phenylsulfanylbut-2-ene 

Downstream Products

• 88579-20-8 4,4-dimethyl-6-(1-hydroxyethyl)-chromane 
• 118292-06-1 (4,4-dimethylthiochroman-6-yl)acetylene 
• 1187617-88-4 6-(1,1-dichloroethyl)-4,4-dimethylthiochroman 
• 108695-17-6 2-(4,4-dimethyl-6-thiochromanyl)-2-hydroxy-3-butene 
• 146852-59-7 6-(2-Bromoacetyl)-4,4-dimethylthiochroman 
• 91587-07-4 4,4-dimethyl-6-<(E)-1-(4-carboxyphenyl)-1-propen-2-yl>-3,4-dihydro-2H-1-benzothiopyran 
• 92788-07-3 [1-(4,4-dimethyl-6-thiochromanyl)ethyl]triphenylphosphonium bromide 
• 108695-26-7 2-phthalimidoethyl 3,7-dimethyl-7-(1,2,3,4-tetrahydro-4,4-dimethyl-6-thiochromanyl)-2,4,6-heptatrienoate 
• 88579-37-7 ethyl (E)-p-<2-(4,4-dimethyl-1-oxothiochroman-6-yl)propenyl>benzoate 
• 108695-19-8 ethyl (2E,4E,6E)-3,7-dimethyl-7-(1,2,3,4-tetrahydro-4,4-dimethyl-6-thiochromanyl)-2,4,6-heptatrienoate 
• 108695-21-2 (2E,4E,6E)-7-(4,4-Dimethyl-thiochroman-6-yl)-3-methyl-octa-2,4,6-trienoyl chloride 
• 108695-20-1 7-[4.4-Dimethylthiochroman-6-yl]-3,7-dimethyl-2,4,6-heptatrienoic acid 
• 108695-18-7 <3-(1,2,3,4-tetrahydro-4,4-dimethyl-6-thiochromanyl)-2-butenyl>triphenylphosphonium bromide 
• 88579-35-5 ethyl p-[(E)-2-(3,4-dihydro-4,4-dimethyl-2H-1-benzothiopyran-6-yl)propenyl] benzoate 

Relevant articles and documents

Process for the preparation of tazarotene intermediates and use thereof for the preparation of tazarotene

The present invention provides a novel intermediate of ethyl 6-[2-(4,4-dimethylthiochroman-6-yl)ethynyl] nicotinate or a pharmaceutically acceptable salt thereof and a process for its preparation. The present invention also provides for the preparation of ethyl 6-[2-(4,4-dimethylthiochroman-6-yl)ethynyl] nicotinate of Formula I or a pharmaceutically acceptable salt thereof using the intermediate.

Process for the preparation of 4,4-dimethyl-6-ethynylthiochroman

An improved process for the preparation of key intermediates for tazarotene, 4,4-dimethyl-6-ethynylthiochroman, is provided comprising (a) reacting 4,4-dimethyl-6-acetylthiochroman of the formula with an acid chloride and an amido-group containing compound of the general formula wherein R is hydrogen or a hydrocarbyl of from 1 to 15 carbon atoms and R1 and R2 can be the same or different and are hydrocarbyls of from 1 to 15 carbon atoms or R1 and R2 together with the nitrogen atom to which they are bonded are joined together to form a heterocyclic group, optionally containing one or more additional heterocyclic atoms, or one of R1 and R2 together with the nitrogen atom to which it bonded are joined together with the carbonyl radical to form a heterocyclic group, optionally containing one or more additional heterocyclic atoms to form a β-chloro vinyl carbonyl compound intermediate of the general formula wherein R has the aforestated meanings; and (b) reacting the β-chloro vinyl carbonyl compound intermediate with an alkali metal to provide the 4,4-dimethyl-6-ethynylthiochroman.

Disubstituted chalcone oximes as selective agonists of RAR retinoid receptors

Compounds of the formula where the variables are as defined in the specification, are useful for preventing or treating emphysema and related pulmonary conditions of mammals and other diseases and conditions which are responsive to RARγ agonist retinoids, such as skin related diseases, including but not limited to acne and psoriasis.