ADRENOCHROME

Names

[ CAS No. ]:
54-06-8

[ Name ]:
ADRENOCHROME

[Synonym ]:
adrenochrome

Biological Activity

[Description]:

Adrenochrome (Adraxone) is an oxidation product of Epinephrine. Adrenochrome is a potent coronary constricting agent in the rat heart. Adrenochrome can be used for neurological disorder research[1][2][3].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Others >> Others

Research Areas >> Neurological Disease

[In Vitro]

Adrenochrome decreases microsomal calcium binding, calcium uptake and Ca2+-stimulated Mg2+-dependent ATPase activities. The inhibitory effect of Adrenochrome on microsomal calcium uptake activity of the isolated membrane is independent of pH (6.0-8.0), calcium concentrations (10-200 μM), protein concentration (0.02-0.10 mg/mL), temperature (25-37 degrees C) and incubation time (2-30 min)[2].

[In Vivo]

In isolated rat hearts, concentrations of Adrenochrome from 1 to 1000 ng/mL increases coronary pressure in a dose- and time-dependent manner. Furthermore, the degree of constriction by Adrenochrome is dependent on the CaCl2 concentration in the perfusion medium[1].

[References]

[1]. M Karmazyn,, et al. Adrenochrome-induced coronary artery constriction in the rat heart. J Pharmacol Exp Ther. 1981 Oct;219(1):225-30.

[2]. S Takeo,et al. Effects of adrenochrome on calcium accumulating and adenosine triphosphatase activities of the rat heart microsomes. J Pharmacol Exp Ther. 1980 Sep;214(3):688-93.

[3]. Koji Ueda, et al. Catecholamine oxidation-mediated transcriptional inhibition in Mn neurotoxicity. J Toxicol Sci. 2020;45(10):619-624.

Chemical & Physical Properties

[ Density]:
1.42g/cm3

[ Boiling Point ]:
375.1ºC at 760 mmHg

[ Melting Point ]:
115-120ºC

[ Molecular Formula ]:
C₉H₉NO₃

[ Molecular Weight ]:
179.17300

[ Flash Point ]:
180.7ºC

[ Exact Mass ]:
179.05800

[ PSA ]:
57.61000

[ Index of Refraction ]:
1.63

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NM1925000

CHEMICAL NAME :: 5,6-Indolinedione, 3-hydroxy-1-methyl-

CAS REGISTRY NUMBER :: 54-06-8

LAST UPDATED :: 199206

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C9-H9-N-O3

MOLECULAR WEIGHT :: 179.19

WISWESSER LINE NOTATION :: T56 BN GVVT&J B1 DQ

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 :: 150 mg/kg

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

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 106,90,1956

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 100 mg/kg

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

REFERENCE :: NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: AD277-689

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 128 mg/kg

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

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 106,90,1956

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37/38

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
NM1925000

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Determination of carbazochrome by fluorescence quenching method.

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Related Compounds

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