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5,8a-Dimethyl-3,4,8,8a-tetrahydro-1,6-(2H,7H)-naphthalenedione, also known as 2-Hydroxy-2-methyl-3-(2-methylpropyl)-4-oxobutanoic acid, is a chemical compound belonging to the naphthalenedione family of organic compounds. It is commonly found in certain species of fungi and has been identified for its potential biological properties. 5,8a-Dimethyl-3,4,8,8a-tetrahydro-1,6-(2H,7H)-naphthalenedione is of interest in medicinal research and drug development due to its unique molecular structure and demonstrated anti-inflammatory and anti-fungal properties.

41019-71-0

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41019-71-0 Usage

Uses

Used in Pharmaceutical Research and Development:
5,8a-Dimethyl-3,4,8,8a-tetrahydro-1,6-(2H,7H)-naphthalenedione is used as a compound of interest in pharmaceutical research and development for its potential therapeutic applications. Its anti-inflammatory and anti-fungal properties make it a promising candidate for the development of new pharmaceuticals targeting inflammation and fungal infections.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 5,8a-Dimethyl-3,4,8,8a-tetrahydro-1,6-(2H,7H)-naphthalenedione is utilized as a starting point for the synthesis of novel compounds with enhanced biological activities. Its unique molecular structure allows for modifications and the exploration of structure-activity relationships to improve its therapeutic potential.
Used in Drug Discovery:
5,8a-Dimethyl-3,4,8,8a-tetrahydro-1,6-(2H,7H)-naphthalenedione is employed in drug discovery processes to identify new lead compounds with potential applications in treating various diseases. Its biological activities and chemical properties make it a valuable tool in the search for innovative therapeutic agents.
Used in Antifungal Applications:
In the context of antifungal applications, 5,8a-Dimethyl-3,4,8,8a-tetrahydro-1,6-(2H,7H)-naphthalenedione is used as an active ingredient in the development of antifungal agents. Its demonstrated anti-fungal properties contribute to the creation of new treatments for fungal infections.
Used in Anti-inflammatory Applications:
5,8a-Dimethyl-3,4,8,8a-tetrahydro-1,6-(2H,7H)-naphthalenedione is utilized as an anti-inflammatory agent in the development of medications aimed at reducing inflammation. Its anti-inflammatory properties make it a candidate for the treatment of conditions characterized by excessive inflammation.

Check Digit Verification of cas no

The CAS Registry Mumber 41019-71-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,1,0,1 and 9 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 41019-71:
(7*4)+(6*1)+(5*0)+(4*1)+(3*9)+(2*7)+(1*1)=80
80 % 10 = 0
So 41019-71-0 is a valid CAS Registry Number.

41019-71-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

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

1.2 Other means of identification

Product number -
Other names 5,8a-dimethyl-3,4,8,8a-tetrahydro-1,6<2H

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:41019-71-0 SDS

41019-71-0Relevant articles and documents

Total Synthesis of Anti-Cancer Meroterpenoids Dysideanone B and Dysiherbol A and Structural Reassignment of Dysiherbol A

Chong, Chuanke,Zhang, Qunlong,Ke, Jia,Zhang, Haiming,Yang, Xudong,Wang, Bingjian,Ding, Wei,Lu, Zhaoyong

, p. 13807 - 13813 (2021)

The first total synthesis of marine anti-cancer meroterpenoids dysideanone B and dysiherbol A have been accomplished in a divergent way. The synthetic route features: 1) a site and stereoselective α-position alkylation of a Wieland–Miescher ketone derivative with a bulky benzyl bromide to join the terpene and aromatic moieties together and set the stage for subsequent cyclization reactions; 2) an intramolecular radical cyclization to construct the 6/6/6/6-tetracycle of dysideanone B and an intramolecular Heck reaction to forge the 6/6/5/6-fused core structure of dysiherbol A. A late-stage introduction of the ethoxy group in dysideanone B reveals that this group might come from the solvent ethanol. The structure of dysiherbol A has been revised based on our chemical total synthesis.

Stereocontrolled synthesis of the AB rings of samaderine C

Burns, David J.,Mommer, Stefan,O'Brien, Peter,Taylor, Richard J. K.,Whitwood, Adrian C.,Hachisu, Shuji

, p. 394 - 397 (2013)

A concise synthesis of the AB rings of samaderine C (12 steps, 8 isolation steps, 7.8% overall yield), a quassinoid with antifeedant and insecticidal activity, is described. The development of the first general approach to the trans-1,2-diol A-ring motif

Synthesis of 12-epi-Protopanaxadiol and Formal Synthesis of Ginsenoside Chikusetsusaponin-LT8

Evanno, Laurent,Belotti, Damien,Toromanoff, Edmond,Cossy, Janine

supporting information, p. 5970 - 5973 (2019/08/26)

In the context of the total synthesis of protopanaxadiol, two strategies were explored. One strategy from an optically active trienic epoxide, possessing a 5-membered ring, prepared from (S)-epoxy-limonene and (S)-epoxyfarnesol, which was submitted to Ti-(III)-mediated radical cascade to afford an original tetracyclic structure resulting from a 6-endo-trig 6-endo-trig 8-endo-trig process. A second strategy, starting from a Wieland-Miescher-type ketone, using a “ring-by-ring” synthesis allowed the synthesis of 12-epi-protopanaxadiol. In this latter strategy, an efficient sequence of reactions to install the two vicinal C8–C14 quaternary centers involves: i) a Barbier type reaction; ii) an oxidative allylic transposition and iii) a nickel-catalyzed addition of trimethylaluminium. By using this second strategy, 20-hydroxydammar-24-ene-3,12-dione was synthesized which represents a formal synthesis of chikusetsusaponin-LT8, isolated from Panax japonicus.

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.

FeCl3·6H2O/acetaldehyde, a versatile system for the deprotection of ketals and acetals via a transacetalization process

Schiavo, Lucie,Jeanmart, Lo?c,Lanners, Steve,Choppin, Sabine,Hanquet, Gilles

, p. 1421 - 1424 (2017/02/23)

Mild and efficient catalytic deprotection of ketals/acetals mediated by FeCl3·6H2O/acetaldehyde has been described in this paper. The versatility and high chemoselectivity of the iron(iii)/aldehyde system are demonstrated by a large scope of examples. Deprotected ketones/aldehydes are nearly quantitatively isolated after filtration over a pad of silica gel followed by evaporation of volatile by-products.

Synthetic approach to analogues of betulinic acid

Jung, Michael E.,Duclos, Brian A.

, p. 9321 - 9334 (2007/10/03)

2-Methylcyclohexane-1,3-dione 14 was converted via the Wieland-Miescher analogue 15 into the 6-silyloxy-2,5,5,8a-tetramethyldecalin-1-one 21 by an efficient process. Several routes were examined to transform this compound into the pentacyclic triterpene s

Promotion of one-pot Robinson annelation achieved by gradual pressure and temperature manipulation under supercritical conditions

Kawanami, Hajime,Ikushima, Yutaka

, p. 5147 - 5150 (2007/10/03)

The one-pot Robinson annelation from 2-methyl-cyclohexane-1,3-dione with 3-buten-2-one can be achieved in high yield (95%) and high selectivity (95%) by pressure and temperature manipulation using supercritical carbon dioxide in the presence of MgO catalyst, whose method could be applied for various ketones to synthesize fused polycyclic compounds.

Solid-supported Robinson annulation under microwave irradiation.

Takatori, Kazuhiko,Nakayama, Masayasu,Futaishi, Naoko,Yamada, Saori,Hirayama, Shinobu,Kajiwara, Masahiro

, p. 455 - 457 (2007/10/03)

Robinson annulation on alumina occurred efficiently on heating with microwave irradiation.

Mild and chemoselective catalytic deprotection of ketals and acetals using cerium(IV) ammonium nitrate

Ates, Ali,Gautier, Arnaud,Leroy, Bernard,Plancher, Jean-Marc,Quesnel, Yannick,Vanherck, Jean-Christophe,Markó, István E.

, p. 8989 - 8999 (2007/10/03)

Cerium(IV) ammonium nitrate (CAN) is a powerful, though mild, reagent for the efficient and selective removal of a range of ketals and acetals. This novel deprotection method requires only catalytic amounts of CAN and tolerates a variety of functional and protecting groups. Mechanistic insights suggest that the Ce(IV) salts act as unique Lewis acids and not as redox active species.

Remarkably efficient deprotection of cyclic acetals and ketals

Ates, Ali,Gautier, Arnaud,Leroy, Bernard,Plancher, Jean-Marc,Quesnel, Yannick,Marko, Istvan E.

, p. 1799 - 1802 (2007/10/03)

A simple and mild procedure for the efficient deprotection of cyclic acetals and ketals, using cerium ammonium nitrate (CAN) is reported. The method tolerates a range of functional and protecting groups and is suitable for acid-labile substrates.

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