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533-75-5

533-75-5 structure
533-75-5 structure
  • Name: Tropolone
  • Chemical Name: Tropolone
  • CAS Number: 533-75-5
  • Molecular Formula: C7H6O2
  • Molecular Weight: 122.121
  • Catalog: Signaling Pathways Metabolic Enzyme/Protease Tyrosinase
  • Create Date: 2018-02-14 08:00:00
  • Modify Date: 2024-01-06 09:32:01
  • 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
Synonyms 2-hydroxycyclohepta-2,4,6-trien-1-one
2-Hydroxy-2,4,6-cycloheptatrienone
2-hydroxy-2,4,6-cycloheptatriene-1-one
Purpurocatechol
2,4,6-Cycloheptatrien-1-one, 2-hydroxy-
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
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
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
Storage condition 2-8°C

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
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%

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