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

Description

6-Acetyl-4,4-dimethylthio-chroman is an organic compound characterized by its unique molecular structure, featuring a chroman ring with a 6-acetyl group and a 4,4-dimethylthio substituent. 6-Acetyl-4,4-dimethylthio-chroman is known for its potential applications in various fields, particularly in the synthesis of heteroarotinoids.

Uses

Used in Pharmaceutical Industry:
6-Acetyl-4,4-dimethylthio-chroman is used as an intermediate in the synthesis of heteroarotinoids, which are a class of compounds with potential therapeutic applications. The presence of the acetyl and dimethylthio groups in its structure allows for the development of novel heteroarotinoid derivatives with improved pharmacological properties and therapeutic potential.
Used in Chemical Research:
6-Acetyl-4,4-dimethylthio-chroman is also utilized in chemical research for the exploration of new synthetic pathways and the development of innovative chemical reactions. Its unique structure makes it a valuable building block for the creation of new compounds with diverse applications in various industries.

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

• 91587-07-4 4,4-dimethyl-6-<(E)-1-(4-carboxyphenyl)-1-propen-2-yl>-3,4-dihydro-2H-1-benzothiopyran 
• 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 
• 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.

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.

PROCESS FOR THE PREPARATION OF DISUBSTITUTED ACETYLENES BEARING HETEROAROMATIC AND HETEROBICYCLIC GROUPS

A process for the preparation of a disubstituted acetylene bearing heteroaromatic and heterobicyclic groups of formula I is provided wherein X is S, O, or NR1 wherein R1 is hydrogen or a C1-C6 straight or branched alkyl group; R is hydrogen or a C1-C6 straight or branched alkyl group; A is a substituted or unsubstituted pyridinyl, thienyl, furyl, pyridazinyl, pyrimidinyl or pyrazinyl group; n is 0--4; and B is H2 -COOH, -CH2OH, -CHO or a C1-C6 alkyl acetal derivative, -COR2or a C1-C6 alkyl ketal derivative where R2 is -(CH2),,,CH3 where m is 0-4 or COOR3 wherein R3 is a straight or branched C1-C30 alkyl group, a substituted or unsubstituted C6-C30 aromatic group, a substituted or unsubstituted C3-C30 cycloalkyl, a substituted or unsubstituted C3-C30 cycloalkylalkyl, a substituted or unsubstituted C3-C30 cycloalkenyl, a substituted or unsubstituted C5-C30 aryl, a substituted or unsubstituted C5-C30 arylalkyl, a substituted or unsubstituted C5-C30heteroaryl, a substituted or unsubstituted C3-C30 heterocyclic ring, a substituted or unsubstituted C4-C30 heterocyclylalkyl, a substituted or unsubstituted C6-C30 heteroarylalkyl, the process comprising a Sonogashira coupling reaction between a compound of formula II wherein X and R have the aforestated meanings, with a compound of formula III wherein X' is a halogen and A, n and B have the aforestated meanings, in the presence of a base and a transition metal catalyst and in a polar aprotic solvent.