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Dayang Chem (Hangzhou) Co., Ltd.
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Henan Tianfu Chemical Co., Ltd.
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Product Name: 1H-Indole-5,6-dione,2,3-dihydro-3-hydroxy-1-methyl-
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54-06-8

54-06-8 structure

Name: ADRENOCHROME
Chemical Name: 3-Hydroxy-1-methyl-5,6-indolinedione
CAS Number: 54-06-8
Molecular Formula: C₉H₉NO₃
Molecular Weight: 179.17300
Catalog: Chemical reagent Organic reagent Aromatic aldehyde (containing acetal, hemiacetal)
Create Date: 2018-05-05 08:00:00
Modify Date: 2024-01-03 12:25:27
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].

Name	3-Hydroxy-1-methyl-5,6-indolinedione
Synonyms	adrenochrome

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.

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

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

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

329-65-7

54-06-8

Literature: Kytzia, Anna; Korth, Hans-Gert; De Groot, Herbert; Kirsch, Michael Organic and Biomolecular Chemistry, 2006 , vol. 4, # 2 p. 257 - 267

51-43-4

54-06-8

Literature: Pispisa, Basilio; Palleschi, Antonio; Paradossi, Gaio; Chiavarini, Salvatore Gazzetta Chimica Italiana, 1986 , vol. 116, # 8 p. 423 - 430

329-65-7

642-75-1

54-06-8

Literature: Kruk, I. Zeitschrift fuer Physikalische Chemie (Leipzig), 1987 , vol. 268, # 3 p. 607 - 613

672-73-1

54-06-8

Literature: Skully, Joan P.; McCreery, Richard L. Analytical Chemistry, 1980 , vol. 52, # 12 p. 1885 - 1889

329-65-7

672-73-1

54-06-8

Literature: Skully, Joan P.; McCreery, Richard L. Analytical Chemistry, 1980 , vol. 52, # 12 p. 1885 - 1889

Precursor 3
329-65-7 51-43-4 672-73-1
DownStream 0

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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