67567-19-5

Basic information

• Product Name: 7-(2,2,6-trimethylcyclohexen-1-yl)-5-methyl-2,4,6-heptatrienal
• Synonyms: 7-(2,2,6-trimethylcyclohexen-1-yl)-5-methyl-2,4,6-heptatrienal
• CAS NO: 67567-19-5
• Molecular Formula: C₁₇H₂₄O
• Molecular Weight: 244.37
• Mol File: 67567-19-5.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 7-(2,2,6-trimethylcyclohexen-1-yl)-5-methyl-2,4,6-heptatrienal(CAS DataBase Reference)
• NIST Chemistry Reference: 7-(2,2,6-trimethylcyclohexen-1-yl)-5-methyl-2,4,6-heptatrienal(67567-19-5)
• EPA Substance Registry System: 7-(2,2,6-trimethylcyclohexen-1-yl)-5-methyl-2,4,6-heptatrienal(67567-19-5)

Safety Data

• Hazardous Substances Data: 67567-19-5(Hazardous Substances Data)

Upstream product

• 5560-99-6 (2X,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienal 
• 73198-78-4 α-(Trimethylsilyl)-tert-butylacetaldimine 
• 14398-58-4 (2E,4Z,6E)-5-Methyl-7-(2,6,6-trimethyl-cyclohex-1-enyl)-hepta-2,4,6-trien-1-ol 
• 6153-05-5 (Z)-3-methylpent-2-en-4-ynol 
• 2408-37-9 2,2,6-trimethylcyclohexan-1-one 
• 187339-51-1 (2Z,4E)-3-methyl-5-(1-hydroxy-2,2,6-trimethylcyclohexyl)-pent-2,4-dien-1-ol 
• 187409-93-4 1-(5-hydroxy-3-methyl-pent-3-en-1-ynyl)-2,2,6-trimethyl-cyclohexanol 
• 187339-52-2 (2Z,4E)-3-methyl-5-(1-hydroxy-2,2,6-trimethylcyclohexyl)-pent-2,4-dien-1-al 
• 62924-18-9 β-ionylidene-acetonitrile 
• 58526-71-9 (2E,4E,6E)-5-methyl-7-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-hepta-2,4,6-trienenal 
• 187339-53-3 (2E,4Z,6E)-7-(1-Hydroxy-2,2,6-trimethyl-cyclohexyl)-5-methyl-hepta-2,4,6-trienoic acid methyl ester 
• 107508-18-9 7-cis-β-ionylidenecrotonaldehyde 
• 6980-79-6 (2E,4E,6E)-5-methyl-7-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-hepta-2,4,6-trienenal 
• 72214-33-6 3-(2,6,6-Trimethylcyclohex-1-enyl)prop-2-enenitrile 

Downstream Products

• 1220-77-5 6-methyl-8-(2,6,6-trimethyl-1-cyclohexenyl)-3,5,7-octatriene-2-one 
• 6980-79-6 (2E,4E,6E)-5-methyl-7-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-hepta-2,4,6-trienenal 
• 107508-18-9 7-cis-β-ionylidenecrotonaldehyde 
• 78769-76-3 (3E,5Z,7E)-6-Methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-3,5,7-trien-2-ol 
• 187339-54-4 C₁₈H₂₅⁽²⁾H₃O 
• 187339-55-5 (2E,4Z,6E)-1-³H₃C,5-methyl-7-(2,2,6-trimethylcyclohex-1-enyl)-hepta-2,4,6-triene-1-ol 
• 302-79-4 9-cis-retinoic acid 
• 58526-50-4 [7t,9c,11t,13t]retinoic acid methyl ester 
• 187339-56-6 C₁₈H₂₃⁽²⁾H₃O 
• 187339-57-7 (2E,4Z,6E)-1-³H₃C,5-methyl-7-(2,2,6-trimethylcyclohex-1-enyl)-hepta-2,4,6-triene-1-one 
• 187339-58-8 C₂₁H₂₇⁽²⁾H₃O₂ 
• 187339-59-9 methyl-(2E,4E,6Z,8E)-3-³H₃C,7-methyl-9-(2,2,6-trimethylcyclohex-1-enyl)-nona-2,4,6,8-tetraenoate 
• 116-31-4 all-trans-Retinal 
• 99302-30-4 retinal 

Relevant articles and documents

A synthesis method of 9-cis Beta-carotene

The present invention relates to a method for synthesizing 9 - cis Beta-carotene (9 - cis beta-carotene) compounds having high purity and easy mass production through a chemical reaction, and a reaction for substituting 9 - cis Retinol groups of Alcohol with 9 - cis Phosphonium salt. The reaction of β - (3 - Methyl-2-butenal to Knoevenagel condensation) to synthesize All-trans Aldehyde. In step 9 - cis Retinoic Phosphonium salt) and in step), the completed All-trans Aldehyde is subjected to Wittig Olefination reaction with carbon double bonds, and 9. cis Beta-carotene obtained by the reaction of carbon double bonds.

Polyenylidene thiazolidine derivatives with retinoidal activities

Several polyenylidene thiazolidinedione or 2-thioxo-4-thiazolidinone derivatives were synthesized and their retinoidal activities were examined in terms of the differentiation-inducing ability towards human promyelocytic leukemia HL-60 cells and inhibitory effect on interleukin (IL)-1α-induced IL-6 production in MC3T3-E1 cells. Compounds containing a trimethylcyclohexenyl ring induced HL-60 cell differentiation with weaker activity than retinoic acid (1a) by one or two orders of magnitude. The thiazolidinedione derivatives (2, 5, 7) showed stronger activity than the corresponding 2-thioxo-4-thiazolidinone derivatives (3, 6, 8). The effects of a retinoid antagonist (LE540) and synergists (retinoid X receptor (RXR) agonists, HX600 or HX630) on the activities of thiazolidine derivatives indicate that these compounds elicit their activities through the nuclear retinoic acid receptors (RARs). All the thiazolidines examined also inhibited IL-1α-induced IL-6 production with IC50 values of 10nM order. The retinoidal activities of the thiazolidines are significant, considering that replacement of the carboxylic acid in retinoid structures with bioisosteric functional groups is generally ineffective, as seen in the structure-activity relationships of retinoidal benzoic acids.

Synthesis of 8-, 9-, 12-, and 13-mono-13C-retinal

The 8-, 9-, 12-, and 13-mono-13C-retinals were synthesized with >98percent chemical purity and 93percent 13C incorporation from 13C-labelled acetonitrile.Their 13C-13C and 13C-1H nmr coupling constants were determined.