Chimaphilin

Modify Date: 2024-01-15 18:45:19

Chimaphilin Structure
Chimaphilin structure
 Common Name Chimaphilin
CAS Number 482-70-2 Molecular Weight 186.21
Density 1.187g/cm3 Boiling Point 346.8ºC at 760mmHg
Molecular Formula C12H10O2 Melting Point N/A
MSDS N/A Flash Point 130.1ºC

 Use of Chimaphilin


Chimaphilin is an IGF-1R inhibitor (IC50: 0.086 μM). Chimaphilin has antifungal, antioxidant and anticancer activities. Chimaphilin inhibits the growth of both drug-sensitive and drug-resistant osteosarcoma cell lines. Chimaphilin can induce cancer cell apoptosis. Chimaphilin is a main component of pyrola[1][2].

 Names

Name 2,7-dimethylnaphthalene-1,4-dione
Synonym More Synonyms

 Chimaphilin Biological Activity

Description Chimaphilin is an IGF-1R inhibitor (IC50: 0.086 μM). Chimaphilin has antifungal, antioxidant and anticancer activities. Chimaphilin inhibits the growth of both drug-sensitive and drug-resistant osteosarcoma cell lines. Chimaphilin can induce cancer cell apoptosis. Chimaphilin is a main component of pyrola[1][2].
Related Catalog
Target

0.086 μM (IGF-1R)[1]

References

[1]. Daqian W, et al. Chimaphilin inhibits proliferation and induces apoptosis in multidrug resistant osteosarcoma cell lines through insulin-like growth factor-I receptor (IGF-IR) signaling. Chem Biol Interact. 2015 Jul 25;237:25-30.  

[2]. Ma WD, et al. Chimaphilin induces apoptosis in human breast cancer MCF-7 cells through a ROS-mediated mitochondrial pathway. Food Chem Toxicol. 2014 Aug;70:1-8.  

 Chemical & Physical Properties

Density 1.187g/cm3
Boiling Point 346.8ºC at 760mmHg
Molecular Formula C12H10O2
Molecular Weight 186.21
Flash Point 130.1ºC
Exact Mass 186.06800
PSA 34.14000
LogP 2.32030
Vapour Pressure 5.6E-05mmHg at 25°C
Index of Refraction 1.583

 Synthetic Route

2,7-Dimethylnaphthalene structure

2,7-Dimethylnap...

CAS#:582-16-1

~90%

Chimaphilin Structure

Chimaphilin

CAS#:482-70-2

Literature: Skarzewski, Jacek Tetrahedron, 1984 , vol. 40, # 23 p. 4997 - 5000
1-acetoxy-3-methyl-1,3-butadiene structure

1-acetoxy-3-met...

CAS#:52062-24-5

~%

Chimaphilin Structure

Chimaphilin

CAS#:482-70-2

Literature: Boisvert, Louise; Brassard, Paul Journal of Organic Chemistry, 1988 , vol. 53, # 17 p. 4052 - 4059
2-chloro-5-methyl-1,4-benzoquinone structure

2-chloro-5-meth...

CAS#:19832-87-2

~%

Chimaphilin Structure

Chimaphilin

CAS#:482-70-2

Literature: Boisvert, Louise; Brassard, Paul Journal of Organic Chemistry, 1988 , vol. 53, # 17 p. 4052 - 4059
2,7-Dimethyl-5,6-dihydro-1,4-naphthohydrochinon structure

2,7-Dimethyl-5,...

CAS#:412321-01-8

~%

Chimaphilin Structure

Chimaphilin

CAS#:482-70-2

Literature: Inouye,H.; Arai,T. Chemical and Pharmaceutical Bulletin, 1964 , vol. 12, p. 533 - 539
2-Methylcyclohexa-2,5-diene-1,4-dione structure

2-Methylcyclohe...

CAS#:553-97-9

~%

Chimaphilin Structure

Chimaphilin

CAS#:482-70-2

Literature: Inouye,H.; Arai,T. Chemical and Pharmaceutical Bulletin, 1964 , vol. 12, p. 533 - 539
isoprene structure

isoprene

CAS#:78-79-5

~%

Chimaphilin Structure

Chimaphilin

CAS#:482-70-2

Literature: Inouye,H.; Arai,T. Chemical and Pharmaceutical Bulletin, 1964 , vol. 12, p. 533 - 539
1-acetoxy-3-methyl-1,3-butadiene structure

1-acetoxy-3-met...

CAS#:52062-24-5

2-chloro-5-methyl-1,4-benzoquinone structure

2-chloro-5-meth...

CAS#:19832-87-2

~%

Chimaphilin Structure

Chimaphilin

CAS#:482-70-2

Literature: Boisvert, Louise; Brassard, Paul Tetrahedron Letters, 1983 , vol. 24, # 24 p. 2453 - 2456
3,7-dimethyl-naphthalene-2-sulfonic acid structure

3,7-dimethyl-na...

CAS#:33121-78-7

~%

Chimaphilin Structure

Chimaphilin

CAS#:482-70-2

Literature: Ges. f. Teerverwertung Patent: DE301079 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 13, p. 209
2,7-Dimethylnaphthalene structure

2,7-Dimethylnap...

CAS#:582-16-1

acetic acid structure

acetic acid

CAS#:64-19-7

~%

Chimaphilin Structure

Chimaphilin

CAS#:482-70-2

Literature: Ges. f. Teerverwertung Patent: DE301079 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 13, p. 209 Full Text Show Details Weiszgerber; Kruber Chemische Berichte, 1919 , vol. 52, p. 363

 Synonyms

1,2,7-dimethyl
2,7-dimethylnaphthoquinone
2,7-Dimethyl-1,4-naphthoquinone
Chimaphylin
2,7-dimethylnaphtho-1,4-quinone
Chimaphilin
1.4-Dioxo-2.7-dimethyl-1.4-dihydro-naphthalin
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