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Quadrone is an unusual sesquiterpene metabolite isolated from Aspergillus terreus, first reported in 1978. It is known for its antitumor activity, although it has not been extensively investigated.

66550-08-1

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66550-08-1 Usage

Uses

Used in Pharmaceutical Industry:
Quadrone is used as an antitumor agent for its potential to inhibit the growth and progression of cancer cells. Its antitumor activity makes it a promising candidate for further research and development in cancer treatment.

Check Digit Verification of cas no

The CAS Registry Mumber 66550-08-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,6,5,5 and 0 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 66550-08:
(7*6)+(6*6)+(5*5)+(4*5)+(3*0)+(2*0)+(1*8)=131
131 % 10 = 1
So 66550-08-1 is a valid CAS Registry Number.
InChI:InChI=1/C15H20O3/c1-14(2)7-15-9-4-3-8(14)10(15)5-12(16)11(15)6-18-13(9)17/h8-11H,3-7H2,1-2H3/t8-,9+,10-,11+,15-/m0/s1

66550-08-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name (+/-)-quadrone

1.2 Other means of identification

Product number -
Other names dl-quadrone

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:66550-08-1 SDS

66550-08-1Downstream Products

66550-08-1Relevant academic research and scientific papers

THE BIOSYNTHESIS OF QUADRONE AND TERRECYCLIC ACID

Cane, David E.,Whittle, Yvonne G.,Liang, Tzyy-Chyau

, p. 1119 - 1122 (2007/10/02)

Feedings of - and acetate to Aspergillus terreus gave quadrone and terrecyclic acid which were analyzed by 13C NMR.The pattern of 13C-enrichments and couplings is consistent with the formation of 1 and 2 by cyclization of farnesyl pyrophosphate.

The Total Synthesis of dl-Quadrone

Danishefsky, Samuel,Vaughan, Kenward,Gadwood, Robert,Tsuzuki, Kazuo

, p. 4136 - 4141 (2007/10/02)

A regio- and stereospecific total synthesis of dl-quadrone (1) is described.The synthesis, which starts with 4,4-dimethylcyclopent-2-en-1-one (5), is accomplished in 19 steps in 3.1percent yield.The key intermediates are the enone ester 4, the iodo ketal 15, the tricyclic keto ester 16, and the hydroxymethyl keto acid 22.The latter as well as the seco acid 2 afford quadrone upon thermolysis.

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