16646-42-7

Basic information

• Product Name: 1-METHYL-3-CYCLOHEXENECARBOXYLICACID
• Synonyms: 1-METHYL-3-CYCLOHEXENECARBOXYLICACID;1-Methyl-3-cyclohexene-1-carboxylic acid;3-Cyclohexene-1-carboxylic acid, 1-Methyl-;1-Methylcyclohex-3-Enecarboxylic Acid
• CAS NO: 16646-42-7
• Molecular Formula: C₈H₁₂O₂
• Molecular Weight: 140.18
• Mol File: 16646-42-7.mol

Chemical Properties

• Melting Point: 78-79 °C
• Boiling Point: 238.9°Cat760mmHg
• Flash Point: 111.2°C
• Appearance: /
• Density: 1.074g/cm³
• Vapor Pressure: 0.014mmHg at 25°C
• Refractive Index: 1.494
• PKA: 4.79±0.20(Predicted)
• CAS DataBase Reference: 1-METHYL-3-CYCLOHEXENECARBOXYLICACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYL-3-CYCLOHEXENECARBOXYLICACID(16646-42-7)
• EPA Substance Registry System: 1-METHYL-3-CYCLOHEXENECARBOXYLICACID(16646-42-7)

Safety Data

• Hazardous Substances Data: 16646-42-7(Hazardous Substances Data)

Usage

Carboxylic acid

Functional group
1-Methyl-3-cyclohexenecarboxylic acid is a type of carboxylic acid, which means it contains a carboxyl functional group (-COOH).

Cyclohexene ring

Structure
The compound contains a cyclohexene ring, which is a six-membered carbon ring with alternating single and double bonds.

Methyl group attachment

Substitution
A methyl group (-CH3) is attached to the cyclohexene ring, contributing to the compound's structure and properties.

Pharmaceutical industry use

Intermediate compound
1-Methyl-3-cyclohexenecarboxylic acid is commonly used as an intermediate in the synthesis of other organic compounds, particularly in the production of drugs and pharmaceuticals.

Applications in medications

Anti-inflammatory and analgesic drugs
The compound is used in the manufacturing of various medications, including those with anti-inflammatory and analgesic properties.

Agricultural research potential

Pesticide or herbicide
1-Methyl-3-cyclohexenecarboxylic acid has potential uses in the field of agricultural research as a possible pesticide or herbicide.

Safety concerns

Toxicity and reactivity

Synthesis and applications

Pharmaceutical compounds and other fields
1-Methyl-3-cyclohexenecarboxylic acid plays an important role in the synthesis of pharmaceutical compounds and has potential applications in various other fields.

InChI:InChI=1/C8H12O2/c1-8(7(9)10)5-3-2-4-6-8/h2-3H,4-6H2,1H3,(H,9,10)

Upstream product

• 79-41-4 poly(methacrylic acid) 
• 106-99-0 buta-1,3-diene 
• 931-96-4 1-methyl-3-cyclohexene-1-carboxaldehyde 
• 6493-77-2 methyl cyclohex-3-ene-1-carboxylate 
• 4771-80-6 1,2,5,6-tetrahydrobenzoic acid 
• 108-18-9 diisopropylamine 
• 74-88-4 methyl iodide 
• 24463-40-9 2-(1-Methyl-cyclohex-3-enyl)-[1,3]dioxolane 
• 24463-35-2 C₁₅H₂₀Cl₂N₂O₂S 
• 24463-39-6 4-Dichloromethyl-4-methyl-cyclohexene 
• 75649-73-9 tert-Butyl-dimethyl-(3-methyl-6-vinyl-5,6-dihydro-4H-pyran-2-yloxy)-silane 
• 6493-80-7 methyl 1-methyl-3-cyclohexenecarboxylate 

Downstream Products

• 145521-42-2 1-chloromethyl-2-chloroethyl 1-methyl-3-cyclohexene-1-carboxylate 
• 25865-17-2 1-methyl-cyclohex-3-enecarboxylic acid 4-(3-cyclohexyl-2-imino-imidazolidine-1-sulfonyl)-phenethylamide 
• 64326-18-7 1-methyl-6-oxa-bicyclo[3.2.1]octan-7-one 
• 70586-22-0 4-Chloro-1-methyl-cyclohexanecarboxylic acid 
• 70586-21-9 4-Chloro-1-methyl-cyclohexanecarboxylic acid 
• 76644-30-9 4-chloro-1-methyl-6-oxabicyclo<3.2.1>octan-7-one 
• 76644-27-4 trans-4,cis-3-dichloro-1-methylcyclohexanecarboxylic acid 
• 1002-35-3 octa-1,3,7-triene 
• 1259366-26-1 N-((1R,3S)-3-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-1-methylcyclohexyl)pyrrolidine-1-carboxamide 
• 1259366-25-0 2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-((1S,3R)-3-isocyanato-3-methylcyclohexyl)pyrimidin-4-amine 
• 1259366-24-9 (1R,3S)-3-[[2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-yl]amino]-1-methyl-cyclohexanecarboxamide 
• 1259366-23-8 (1R,3S)-3-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-1-methylcyclohexanecarboxylic acid 
• 1259366-22-7 (1R,3S)-methyl 3-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-1-methylcyclohexanecarboxylate 
• 1259366-21-6 (1R,3S)-methyl 3-(2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-1-methylcyclohexanecarboxylate 

Relevant articles and documents

New entry to the enantioselective formation of substituted cyclohexenes bearing an all-carbon quaternary stereogenic center

Enantioselective formation of cyclohexene derivatives bearing an all-carbon quaternary stereogenic center is described. The racemic cyclohexenes are readily transformed to chiral substituted cyclohexenes in good yield with excellent enantioselectivity and diastereoselectivity by a palladium-mediated deracemization. The resulting products are promising synthetic intermediates of biologically active natural products. This protocol provides us with a new entry to the concise and scalable synthesis of multifunctionalized compounds.

Inhibitors of influenza viruses replication

Methods of inhibiting the replication of influenza viruses in a biological sample or patient, of reducing the amount of influenza viruses in a biological sample or patient, and of treating influenza in a patient, comprises administering to said biological sample or patient an effective amount of a compound represented by Structural Formula (I): or a pharmaceutically acceptable salt thereof, wherein the values of Structural Formula (IA) are as described herein. A compound is represented by Structural Formula (IA) or a pharmaceutically acceptable salt thereof, wherein the values of Structural Formula (IA) are as described herein. A pharmaceutical composition comprises an effective amount of such a compound or pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier, adjuvant or vehicle.

INHIBITORS OF INFLUENZA VIRUSES REPLICATION

PROBLEM TO BE SOLVED: To provide inhibitors of influenza virus replication. SOLUTION: Methods of inhibiting the replication of influenza viruses in a biological sample or patient, of reducing the amount of influenza viruses in a biological sample or patient, and of treating influenza in a patient comprise administering to the biological sample or patient an effective amount of a compound represented by structural formula (I) or a pharmaceutically acceptable salt thereof, where the values of structural formula (IA) are as described herein. A compound is represented by structural formula (IA) or a pharmaceutically acceptable salt thereof, where the values of structural formula (IA) are as described herein. A pharmaceutical composition comprises an effective amount of such a compound or pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier, adjuvant or vehicle. COPYRIGHT: (C)2015,JPO&INPIT

INHIBITORS OF INFLUENZA VIRUSES REPLICATION

Methods of inhibiting the replication of influenza viruses in a biological sample or patient, of reducing the amount of influenza viruses in a biological sample or patient, and of treating influenza in a patient, comprises administering to said biological sample or patient an effective amount of a compound represented by Structural Formula (I): or a pharmaceutically acceptable salt thereof, wherein the values of Structural Formula (IA) are as described herein. A compound is represented by Structural Formula (IA) or a pharmaceutically acceptable salt thereof, wherein the values of Structural Formula (IA) are as described herein. A pharmaceutical composition comprises an effective amount of such a compound or pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier, adjuvant or vehicle.

Water-stable helical structure of tertiary amides of bicyclic β-amino acid bearing 7-azabicyclo[2.2.1]heptane. Full control of amide cis-trans equilibrium by bridgehead substitution

Helical structures of oligomers of non-natural β-amino acids are significantly stabilized by intramolecular hydrogen bonding between main-chain amide moieties in many cases, but the structures are generally susceptible to the environment; that is, helices may unfold in protic solvents such as water. For the generation of non-hydrogen-bonded ordered structures of amides (tertiary amides in most cases), control of cis-trans isomerization is crucial, even though there is only a small sterical difference with respect to cis and trans orientations. We have established methods for synthesis of conformationally constrained β-proline mimics, that is, bridgehead-substituted 7-azabicyclo[2.2.1]heptane-2-endo-carboxylic acids. Our crystallographic, 1D- and 2D-NMR, and CD spectroscopic studies in solution revealed that a bridgehead methoxymethyl substituent completely biased the cis-trans equilibrium to the cis-amide structure along the main chain, and helical structures based on the cis-amide linkage were generated independently of the number of residues, from the minimalist dimer through the tetramer, hexamer, and up to the octamer, and irrespective of the solvent (e.g., water, alcohol, halogenated solvents, and cyclohexane). Generality of the control of the amide equilibrium by bridgehead substitution was also examined.

Enones with Strained Double Bonds. 8. The Bicyclooctane Systems

The bicyclic enones bicyclooct-1-en-3-one (4) and 1-methylbicyclooct-5(6)-en-7-one (5) have been generated from various precursors and trapped by the addition of nucleophiles such as MeOH, PhSeH, or H2O.The bridgehead enone 5 has also been trapped as its cycloadduct 31 with furan.Pyrolysis of this cycloadduct 31 reformed the bridgehead enone 5 that was trapped as the cycloadduct 32.Related bridgehead enones 35 and 47 have also been generated as intermediates leading to products with bridgehead methoxy substituents.