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(S)-5,8A-DIMETHYL-3,4,8,8A-TETRAHYDRO-2H,7H-NAPHTHALENE-1,6-DIONE is a yellow crystalline solid derivative of naphthalene, known for its potential biological activities such as anti-inflammatory, antibacterial, and antioxidant properties. It is utilized in the synthesis of various pharmaceuticals and organic compounds, making it a valuable molecule for research and development in the pharmaceutical industry.

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  • 41722-49-0 Structure
  • Basic information

    1. Product Name: (S)-5,8A-DIMETHYL-3,4,8,8A-TETRAHYDRO-2H,7H-NAPHTHALENE-1,6-DIONE
    2. Synonyms: (S)-5,8A-DIMETHYL-3,4,8,8A-TETRAHYDRO-2H,7H-NAPHTHALENE-1,6-DIONE
    3. CAS NO:41722-49-0
    4. Molecular Formula: C12H16O2
    5. Molecular Weight: 192.25424
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 41722-49-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 326.559°C at 760 mmHg
    3. Flash Point: 122.375°C
    4. Appearance: /
    5. Density: 1.086g/cm3
    6. Vapor Pressure: 0mmHg at 25°C
    7. Refractive Index: 1.513
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: (S)-5,8A-DIMETHYL-3,4,8,8A-TETRAHYDRO-2H,7H-NAPHTHALENE-1,6-DIONE(CAS DataBase Reference)
    11. NIST Chemistry Reference: (S)-5,8A-DIMETHYL-3,4,8,8A-TETRAHYDRO-2H,7H-NAPHTHALENE-1,6-DIONE(41722-49-0)
    12. EPA Substance Registry System: (S)-5,8A-DIMETHYL-3,4,8,8A-TETRAHYDRO-2H,7H-NAPHTHALENE-1,6-DIONE(41722-49-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 41722-49-0(Hazardous Substances Data)

41722-49-0 Usage

Uses

Used in Pharmaceutical Synthesis:
(S)-5,8A-DIMETHYL-3,4,8,8A-TETRAHYDRO-2H,7H-NAPHTHALENE-1,6-DIONE is used as a key intermediate in the synthesis of various pharmaceuticals for its potential biological activities, including anti-inflammatory, antibacterial, and antioxidant properties.
Used in Organic Chemistry:
(S)-5,8A-DIMETHYL-3,4,8,8A-TETRAHYDRO-2H,7H-NAPHTHALENE-1,6-DIONE is used as a reagent in organic chemistry reactions due to its unique chemical structure and properties, contributing to the development of new organic compounds.
Used in Research and Development:
In the pharmaceutical industry, (S)-5,8A-DIMETHYL-3,4,8,8A-TETRAHYDRO-2H,7H-NAPHTHALENE-1,6-DIONE is used as a valuable molecule for research and development, aiding in the discovery and creation of novel drugs and therapeutic agents.
Used in the Synthesis of Organic Compounds:
(S)-5,8A-DIMETHYL-3,4,8,8A-TETRAHYDRO-2H,7H-NAPHTHALENE-1,6-DIONE is used as a building block in the synthesis of a wide range of organic compounds, leveraging its unique structural features and reactivity.
Used in the Development of New Therapeutic Agents:
(S)-5,8A-DIMETHYL-3,4,8,8A-TETRAHYDRO-2H,7H-NAPHTHALENE-1,6-DIONE is employed in the development of new therapeutic agents, particularly in the pharmaceutical industry, due to its potential biological activities and its role in the synthesis of various pharmaceuticals.

Check Digit Verification of cas no

The CAS Registry Mumber 41722-49-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,1,7,2 and 2 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 41722-49:
(7*4)+(6*1)+(5*7)+(4*2)+(3*2)+(2*4)+(1*9)=100
100 % 10 = 0
So 41722-49-0 is a valid CAS Registry Number.
InChI:InChI=1/C12H16O2/c1-8-9-4-3-5-11(14)12(9,2)7-6-10(8)13/h3-7H2,1-2H3/t12-/m0/s1

41722-49-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name (8aS)-5,8a-dimethyl-3,4,7,8-tetrahydro-2H-naphthalene-1,6-dione

1.2 Other means of identification

Product number -
Other names -

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:41722-49-0 SDS

41722-49-0Relevant articles and documents

Studies towards the Total Synthesis of Kadcotrione B

Gangababu, Marri,Manimala, Patel,Rammohan, Aluru,Reddy, Julakanti Satyanarayana,Yadav, Jillu Singh

, p. 735 - 743 (2020)

A convergent and efficient approach towards the total synthesis of Kadcotrione B is described. For this purpose, the syntheses of two fragments, 6/6/5-fused tricyclic ring and C-9 side chain, were accomplished. The salient features of these syntheses are

Enantioselective synthesis and complement inhibitory assay of A/B-ring partial analogues of oleanolic acid

Assefa, Haregewein,Nimrod, Alison,Walker, Larry,Sindelar, Robert

, p. 1619 - 1623 (2001)

A series of oleanolic acid A/B-ring partial analogues was synthesized and tested for their complement inhibitory activity as well as cytotoxic properties. All target compounds and one intermediate exhibited moderate complement inhibitory potency. These co

SYNTHESIS OF BRUCEANTIN SKELETON

Murae, Tatsushi,Sasaki, Makoto,Konosu, Toshiyuki,Matsuo, Hisaaki,Takahashi, Takeyoshi

, p. 3411 - 3414 (1986)

A stereoselective synthesis of a compound (3), which satisfies all requirements for bruceantin skeleton and has preferable functional groups at suitable positions for the total synthesis of bruceantin, is described.

Total Synthesis of Kadcoccinic Acid A Trimethyl Ester

Trost, Barry M.,Zhang, Guoting,Gholami, Hadi,Zell, Daniel

, p. 12286 - 12293 (2021/08/20)

The first total synthesis of the trimethyl ester of kadcoccinic acid A is described. The central structural element of our synthesis is a cyclopentenone motif that allows the assembly of the natural product skeleton. A gold(I)-catalyzed cyclization of an enynyl acetate led to efficient construction of the cyclopentenone scaffold. In this step, optimization studies revealed that the stereochemistry of the enynyl acetate dictates regioisomeric cyclopentenone formation. The synthesis further highlights an efficient copper-mediated conjugate addition, merged with a gold(I)-catalyzed Conia-ene reaction to connect the two fragments, thereby forging the D-ring of the natural product. The synthetic strategy reported herein can provide a general platform to access the skeleton of other members of this family of natural products.

Total Synthesis of Paspaline A and Emindole PB Enabled by Computational Augmentation of a Transform-Guided Retrosynthetic Strategy

Kim, Daria E.,Zweig, Joshua E.,Newhouse, Timothy R.

, p. 1479 - 1483 (2019/01/26)

We report the total syntheses of two indole diterpenoid natural products, paspaline A and emindole PB. Paspaline A is synthesized in a 9-step sequence from commercially available materials. The first total synthesis of emindole PB is accomplished in 13 steps and confirms a previously ambiguous structural assignment. Density functional theory calculations are utilized to interrogate the key carbocationic rearrangement in a predictive capacity to aid in the selection of the most favorable precursor substrate. This work highlights how retrosynthetic design can be augmented with quantum chemical calculations to reveal energetically feasible synthetic disconnections, minimizing time-consuming and expensive empirical evaluation.

TETRAHYDRONAPHTHALENE DERIVATIVES USEFUL AS NRF2 ACTIVATORS

-

, (2019/06/11)

Provided are compounds of Formula I, or pharmaceutically acceptable salts thereof, and methods for their use as Nrf2 activators and for their production.

Pinacol Coupling Strategy for the Construction of the Bicyclo[6.4.1]tridecane Framework of Schiglautone A

Werner, Bettina,Kalesse, Markus

, p. 1524 - 1526 (2017/04/13)

The synthesis of the tricyclic carbon framework of schiglautone A (1) is reported herein. The generation of the bicyclo[6.4.1]tridecane 19 was accomplished via a SmI2-mediated pinacol coupling of dialdehyde 18. The side chain in 18 was introduc

Gaining Synthetic Appreciation for the Gedunin ABC Ring System

Pinkerton, David M.,Vanden Berg, Timothy J.,Bernhardt, Paul V.,Williams, Craig M.

supporting information, p. 2282 - 2285 (2017/02/23)

Gedunin, first isolated in 1960, displays a remarkable range of biological activity, but has yet to receive dedicated synthetic attention from a ground up construction perspective. Presented herein is a successfully executed approach to the fully function

A Highly Active Polymer-Supported Catalyst for Asymmetric Robinson Annulations in Continuous Flow

Canellas, Santiago,Ayats, Carles,Henseler, Andrea H.,Pericàs, Miquel A.

, p. 1383 - 1391 (2017/08/09)

The preparation through Robinson annulation of enantiopure building blocks with both academic and industrial relevance, such as the Wieland-Miescher and Hajos-Parrish ketones, has suffered from important drawbacks, such as the need for high catalyst loading or extremely long reaction times. Here we report a heterogenized organocatalyst based on Luo's diamine for fast and broad-scope enantioselective Robinson annulation reactions. The polystyrene-supported diamine 19a enables the high-yield, highly enantioselective preparation of a wide range of chiral bicyclic enones under mild conditions, with reaction times as short as 60 min (batch) or residence times of 10 min (flow). In contrast with its homogeneous counterpart 19b, the catalytic resin 19a experiences a notable increase in catalytic activity with temperature in 2-MeTHF (a 10-fold decrease in reaction times without erosion in enantioselectivity is observed from room temperature to 55 °C). The scope of the transformation in batch mode has been illustrated with 14 examples, including examples only reported in poorly enantioenriched (22n) or in racemic form (22k). Enantiopure 22k has been used as the starting material for a straightforward formal synthesis of the antibiotic and antifeedant sesquiterpene (-)-isovelleral (24). The heterogenized catalyst 19a admits extended recycling (10 cycles) and has been used to develop the first asymmetric Robinson annulations in continuous flow. The potential of the flow process is illustrated by the large-scale preparation of the Wieland-Miescher ketone (65 mmol in 24 h of operation, TON of 117) and by a sequential flow experiment leading to a library of eight enantioenriched diketone compounds.

Total synthesis of dysidavarone A

Yu, Chunhui,Zhang, Xiaoguang,Zhang, Jinghua,Shen, Zhengwu

, p. 4337 - 4345 (2016/07/06)

Dysidavarone A is a sesquiterpene isolated from the South China Sea sponge Dysidea avara and was reported that it showed significant anticancer activities. Because the compound has unique ‘dysidavarane’ carbon skeleton and potent biological activity, a se

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