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(1R,8aβ)-7β-Ethynyl-4a,5,6,7,8,8a-hexahydro-1,4aβ-dimethylnaphthalen-2(1H)-one is a complex organic chemical compound derived from naphthalene. It features an ethynyl group and two methyl substituents, along with a carbonyl group that classifies it as a ketone. The stereochemistry of the compound is indicated by the (1R,8aβ) notation, which describes the absolute configuration of its chiral centers. This highly specific molecule holds potential for various applications in medicinal chemistry, organic synthesis, and other scientific domains.

10208-55-6

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10208-55-6 Usage

Uses

Used in Medicinal Chemistry:
(1R,8aβ)-7β-Ethynyl-4a,5,6,7,8,8a-hexahydro-1,4aβ-dimethylnaphthalen-2(1H)-one is utilized as a key intermediate in the synthesis of pharmaceuticals, particularly for the development of novel drugs targeting specific biological pathways. Its unique structure allows for fine-tuning of drug properties, such as solubility, stability, and binding affinity to molecular targets.
Used in Organic Synthesis:
In the field of organic synthesis, (1R,8aβ)-7β-Ethynyl-4a,5,6,7,8,8a-hexahydro-1,4aβ-dimethylnaphthalen-2(1H)-one serves as a versatile building block for creating more complex organic molecules. Its ethynyl and carbonyl functional groups can be further modified or used as starting points for the formation of a wide range of chemical products, including specialty chemicals and advanced materials.
Used in Research and Development:
(1R,8aβ)-7β-Ethynyl-4a,5,6,7,8,8a-hexahydro-1,4aβ-dimethylnaphthalen-2(1H)-one is employed in research settings to study the effects of molecular structure on chemical reactivity and biological activity. Its unique stereochemistry and functional groups make it an interesting subject for investigations into asymmetric synthesis, chiral recognition, and the development of enantioselective catalysts.
Used in Chemical Education:
(1R,8aβ)-7β-Ethynyl-4a,5,6,7,8,8a-hexahydro-1,4aβ-dimethylnaphthalen-2(1H)-one can also be used as a teaching aid in chemical education to illustrate concepts such as stereochemistry, functional group chemistry, and the relationship between molecular structure and physical properties. Its complex structure provides a rich context for discussing the principles of organic chemistry and the techniques used to analyze and synthesize complex molecules.

Check Digit Verification of cas no

The CAS Registry Mumber 10208-55-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,2,0 and 8 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 10208-55:
(7*1)+(6*0)+(5*2)+(4*0)+(3*8)+(2*5)+(1*5)=56
56 % 10 = 6
So 10208-55-6 is a valid CAS Registry Number.

10208-55-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name isochamaecynone

1.2 Other means of identification

Product number -
Other names Isochamaecynon

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:10208-55-6 SDS

10208-55-6Downstream Products

10208-55-6Relevant academic research and scientific papers

Synthetic approach to exo-endo cross-conjugated cyclohexadienones and its application to the syntheses of dehydrobrachylaenolide, isodehydrochamaecynone, and trans-isodehydrochamaecynone

Higuchi, Yohsuke,Shimoma, Fumito,Koyanagi, Rei,Suda, Kouji,Mitsui, Tomokazu,Kataoka, Takao,Nagai, Kazuo,Ando, Masayoshi

, p. 588 - 594 (2007/10/03)

Methodology for synthesis of exo-endo cross-conjugated dienones with trans- and cis-decalin systems has been reported. Bromination of the silyl enol ether of α′-methyl α,β-unsaturated ketones with PTAB and successive dehydrobromination of the resulting α′-bromo-α′-methyl α,β-unsaturated ketones under three conditions (DBU/PhH; TBAF/THF; Li2CO3, LiBr/DMF) gave the desired exo-endo cross-conjugated dienones in good yield. This method was applied to the syntheses of dehydrobrachylaenolide (1), isodehydro-chamaecynone (5c), and trans-isodehydrochamaecynone (11) starting from tuberiferine (7), chamaecynone (5a), and trans-chamaecynone (9). Eudesmanolides possessing an α-methylene γ-lactone moiety, i.e., 1, 7, and 13, exhibited significant inhibitory activity toward the induction of the intercellular adhesion molecule-1 (ICAM-1). Compound 1 showed greater activity than 7 and 13. All compounds possessing an ethynyl group, 5d, 9, 11, and 14, showed the same degree of termiticidal activity, and the exo-endo cross-conjugated dienone structure in 11 had no influence on the activity.

Synthesis of Sesquiterpenes, Occidentalol, Chamaecynone and Related Compounds Characterised by a cis-Eudesmane Structure

Mizuno, Yukio,Mori, Reiko

, p. 2849 - 2854 (2007/10/02)

In continuation of our synthetic work for constructing the cis-decalin skeleton by a double Michael annulation using 3-methyl-4-methylenecyclohex-2-enone and its congeners with dimethyl 3-oxoglutarate, the sesquiterpenes, occidentalol, chamaecynone, and related compounds have been synthesised in a stereoselective manner.

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