Tropolone

Modify Date: 2025-08-20 17:45:25

Tropolone structure	Common Name	Tropolone
	CAS Number	533-75-5	Molecular Weight	122.121
	Density	1.3±0.1 g/cm3	Boiling Point	290.1±33.0 °C at 760 mmHg
	Molecular Formula	C₇H₆O₂	Melting Point	50-52 °C(lit.)
	MSDS	Chinese USA	Flash Point	122.0±18.0 °C

Use of Tropolone

Tropolone, a tropone derivative with a hydroxyl group in the 2-position, is a precursor of manyazulene derivatives such as methyl 2-methylazulene-1-carboxylate[1]. Tropolone is a potent inhibitor of mushroom tyrosinase with a IC50 of 0.4 μM, and the inhibition can be reversed by dialysis or by excess CU2+[2].

Name	Tropolone
Synonym	More Synonyms

Description	Tropolone, a tropone derivative with a hydroxyl group in the 2-position, is a precursor of manyazulene derivatives such as methyl 2-methylazulene-1-carboxylate[1]. Tropolone is a potent inhibitor of mushroom tyrosinase with a IC50 of 0.4 μM, and the inhibition can be reversed by dialysis or by excess CU2+[2].
Related Catalog	Research Areas >> Others Signaling Pathways >> Metabolic Enzyme/Protease >> Tyrosinase
Target	IC50: 0.4 μM (mushroom tyrosinase)[2]
References	[1]. Donald D Nolting,et al. Synthesis of bicyclo[5.3.0]azulene derivatives. Nat Protoc. 2009; 4(8): 1113–1117. [2]. VardaKahn, et al.Inhibition of mushroom tyrosinase by tropolone Phytochemistry. Volume 24, Issue 5, 1985, Pages 905-908

Density	1.3±0.1 g/cm3
Boiling Point	290.1±33.0 °C at 760 mmHg
Melting Point	50-52 °C(lit.)
Molecular Formula	C₇H₆O₂
Molecular Weight	122.121
Flash Point	122.0±18.0 °C
Exact Mass	122.036781
PSA	37.30000
LogP	0.42
Vapour Pressure	0.0±1.4 mmHg at 25°C
Index of Refraction	1.603
InChIKey	MDYOLVRUBBJPFM-UHFFFAOYSA-N
SMILES	O=c1cccccc1O
Storage condition	2-8°C

Tropolone MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GU4075000

CHEMICAL NAME :: 2,4,6-Cycloheptatrien-1-one, 2-hydroxy-

CAS REGISTRY NUMBER :: 533-75-5

BEILSTEIN REFERENCE NO. :: 1904978

LAST UPDATED :: 199709

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C7-H6-O2

MOLECULAR WEIGHT :: 122.13

WISWESSER LINE NOTATION :: L7VJ BQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 190 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - rigidity (including catalepsy)

REFERENCE :: TXCYAC Toxicology. (Elsevier Scientific Pub. Ireland, Ltd., POB 85, Limerick, Ireland) V.1- 1973- Volume(issue)/page/year: 14,217,1979

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 212 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - rigidity (including catalepsy)

REFERENCE :: TXCYAC Toxicology. (Elsevier Scientific Pub. Ireland, Ltd., POB 85, Limerick, Ireland) V.1- 1973- Volume(issue)/page/year: 14,217,1979

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 233 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - analgesia Nutritional and Gross Metabolic - body temperature decrease

REFERENCE :: YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. (Nippon Yakugakkai, 2-12-15 Shibuya, Shibuya-ku, Tokyo 150, Japan) No.1- 1881- Volume(issue)/page/year: 91,550,1971

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 106 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. (Nippon Yakugakkai, 2-12-15 Shibuya, Shibuya-ku, Tokyo 150, Japan) No.1- 1881- Volume(issue)/page/year: 92,19,1972

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes	Xi
Risk Phrases	R22
Safety Phrases	S22-S24/25
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	GU4075000
HS Code	29144090

Precursor 7
CAS#:5307-99-3 7,7-dichlorobic... CAS#:50904-09-1 2-((3-methylbut... CAS#:87563-17-5 2-(cycloheptylo... CAS#:87563-16-4 2-(cyclopentylo...
CAS#:87563-19-7 2-(cyclododecyl... CAS#:77367-72-7 2-((4-chloroben... CAS#:77367-70-5 2-(benzyloxy)cy...
DownStream 10
CAS#:38768-08-0 Tropolone tosylate CAS#:50603-71-9 Methyl 2-oxo-2H... CAS#:2297-94-1 2,4,6-Cyclohept... CAS#:21505-25-9 2-Mercapto-2,4,...
CAS#:20217-99-6 3,7-dichloro-2-... CAS#:22704-53-6 2,4,6-Cyclohept... CAS#:2745-05-3 2-(benzylamino)... CAS#:2961-86-6 Benzoic acid,4-...
CAS#:2745-07-5 2-(2-phenylhydr... CAS#:628-92-2 cycloheptene

HS Code	2914400090
Summary	2914400090 other ketone-alcohols and ketone-aldehydes。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

Identifying chelators for metalloprotein inhibitors using a fragment-based approach.

J. Med. Chem. 54 , 591-602, (2011)

Fragment-based lead design (FBLD) has been used to identify new metal-binding groups for metalloenzyme inhibitors. When screened at 1 mM, a chelator fragment library (CFL-1.1) of 96 compounds produced...

Determination of hinokitiol in skin lotion by high-performance liquid chromatography-ultraviolet detection after precolumn derivatization with 4-fluoro-7-nitro-2,1,3-benzoxadiazole.

J. Cosmet. Sci. 64(5) , 381-9, (2013)

Hinokitiol, a potent, broad-spectrum antibacterial agent, is a component of various personal care products. In this study, the concentration of hinokitiol in skin lotion was analyzed by means of high-...

The furan route to tropolones: probing the antiproliferative effects of β-thujaplicin analogs.

Org. Biomol. Chem. 10(43) , 8597-604, (2012)

A direct route to analogs of the naturally occurring tropolone β-thujaplicin has been developed in just four steps from furan. Using this method, a series of derivatives were synthesized and evaluated...

Name: Iron chelating activity assessed as removal of [59]-Fe from [59]-Fe-labeled transferr...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3257916

Name: Binding affinity to Fe(NO3)3 assessed as stability constant
Source: ChEMBL
Target: N/A
External Id: CHEMBL3257915

Name: Cytochrome P450 Family 1 Subfamily A Member 2 (CYP1A2) small molecule antagonists: lu...
Source: 824
External Id: CYP273

Name: Iron chelating activity assessed as removal of iron from ferritin after 20 hrs by ato...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3257917

Name: p53 small molecule agonists, cell-based qHTS assay: qHTS cell viability counter scree...
Source: 824
Target: N/A
External Id: P53600

Name: p53 small molecule agonists, cell-based qHTS assay with rat liver microsomes: qHTS ce...
Source: 824
Target: N/A
External Id: P53MS958

Name: p53 small molecule agonists, cell-based qHTS assay with rat liver microsomes: Summary
Source: 824
External Id: P53MS482

Name: p53 small molecule agonists, cell-based qHTS assay
Source: 824
External Id: P53344

Name: p53 small molecule agonists, cell-based qHTS assay with human liver microsomes
Source: 824
Target: tumor suppressor p53 [Homo sapiens]
External Id: P53MS233

Name: p53 small molecule agonists, cell-based qHTS assay with human liver microsomes: qHTS ...
Source: 824
Target: N/A
External Id: P53MS837

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2-hydroxycyclohepta-2,4,6-trien-1-one

2-Hydroxy-2,4,6-cycloheptatrienone

2-hydroxy-2,4,6-cycloheptatriene-1-one

Purpurocatechol

2-hydroxytropone

2-hydroxi-2,4,6-cycloheptatrien-1-one

EINECS 208-577-2

TROPOLONE FOR SYNTHESIS 5 G

Tropolone

a-Tropolone

2-hydroxycyclohepta-2,4,6-trienone

TROPOLONE FOR SYNTHESIS 1 G

MFCD00004158

2-Hydroxy-2,4,6-cycloheptatrien-1-one

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Shanghai Nianxing Industrial Co., Ltd
China
Product Name: Tropolone
Price: Check
Purity: 98.0%
Delivery: 10 Day
Contact: Yang
Email: sales@echemcloud.com

Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: Tropolone
Price: ￥558.0/25g ￥158.0/5g
Purity: 98.0%
Delivery: 2 Day
Contact: Liu jia
Email: 2130147988@qq.com

Henan Tianfu Chemical Co., Ltd.
China
Product Name: Tropolone 533-75-5
Price: $Inquiry/1kg $Inquiry/25kg $Inquiry/1000kg $Inquiry/10ton
Purity: 99.0%
Delivery: Inquiry
Contact: Anson
Email: info@tianfuchem.com

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Tropolone

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The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.