Adrenochrome supplier | CasNO.54-06-8

Name
ADRENOCHROME
EINECS
CAS No. 54-06-8
Article Data18
CAS DataBase
Density 1.42g/cm³
Solubility
Melting Point 115-120°C
Formula C9H9 N O3
Boiling Point 375.1°C at 760 mmHg
Molecular Weight 179.175
Flash Point 180.7°C
Transport Information
Appearance
Safety Poison by intravenous and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NO_x.
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 5,6-Indolinedione,3-hydroxy-1-methyl- (8CI);1-Methyl-3-hydroxy-5,6-dioxo-2,3,5,6-tetrahydroindole; 2,3-Dihydro-3-hydroxy-N-methylindole-5,6-quinone;3-Hydroxy-1-methyl-5,6-indolinedione; Adraxone; Adrenochrome
PSA 57.61000
LogP -0.80730

Synthetic route

: 329-65-7
Epinephrine

A: 642-75-1
adrenolutine

B: 54-06-8
adrenochrome

Conditions

Conditions	Yield
In water-d2 at 24.9℃; for 5.83333h; Rate constant; Mechanism; Irradiation; other sensitizers: methylene blue, rose bengal, fluoresceine, superoxide dismutase; other inhibitors: 1,3-diphenylisobenzofuran, 1,4-diazobicyclo<2,2,2>octane, KN3, NaN3; other solvent: H2O.;

: 329-65-7
Epinephrine

A: 672-73-1, 162706-73-2
adrenaline o-quinone

B: 54-06-8
adrenochrome

Conditions

Conditions	Yield
Product distribution; Irradiation; laser induced oxidation at pH=5 at various electrodes; half life of 0-quinone;

: 672-73-1, 162706-73-2
adrenaline o-quinone

: 54-06-8
adrenochrome

Conditions

Conditions	Yield
Rate constant; the half life;

: 329-65-7
Epinephrine

: 54-06-8
adrenochrome

Conditions

Conditions	Yield
With potassium hexacyanoferrate(III) In water; acetic acid at 5℃; for 0.0833333h;
With air; mushroom tyrosinase at 23℃; for 0.333333h; phosphate buffer pH=6.8;
With D,L-N-acetyl-N-nitrosotryptophan at 37℃; for 0.5h;

: 51-43-4
L-epinephrine

: 54-06-8
adrenochrome

Conditions

Conditions	Yield
With pseudooctahedral quaterpyridineiron(III) complex bound to sodium poly(L-glutamate); dihydrogen peroxide at 25.9℃; Kinetics; Thermodynamic data; Mechanism; 0.05 M Tris buffer pH 7, further temperatures, ΔH(excit.), ΔS(excit.), further reagent, electron-transfer;

bismuth oxycarbonate (BiO)2 CO3: bismuth oxycarbonate (BiO)2 CO3

: 55-31-2
epinephrine hydrochloride

: 54-06-8
adrenochrome

Conditions

Conditions	Yield
With ammonium persulfate; sodium hydrogencarbonate In hydrogenchloride; water

: 51-43-4
L-epinephrine

: 54-06-8
adrenochrome

Conditions

Conditions	Yield
With sodium hydroxide In water at 25℃; Kinetics; Mechanism; Concentration;
With dihydrogen peroxide; sodium sulfate Reagent/catalyst;
With human renalase variant 1; Β-NADH In aq. phosphate buffer at 25℃; pH=7.5; Reagent/catalyst; Enzymatic reaction;
With gold electrode modied with [Fe2(H3L)2(MeOH)2(μ-OMe)2](ClO4)4 Reagent/catalyst; Michael Addition; Electrochemical reaction;

: 860649-42-9
5,6-0-isopropylidene ascorbic acid

: 108-24-7
acetic anhydride

: 54-06-8
adrenochrome

: (5aΞ,8R)-5a,8a-diacetoxy-8-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methyl-(5ar,8ac)-8,8a-dihydro-1H,5aH-furo[3',4':5,6][1,4]dioxino[2,3-f]indol-6-one

Conditions

Conditions	Yield
(i) acrylonitrile, (ii) /BRN= 385737/, Py, CHCl3; Multistep reaction;

...Expand

: 54-06-8
adrenochrome

: 121769-77-5
C18H18N2O6

Conditions

Conditions	Yield
In various solvent(s) at 27℃; for 4h; pH = 6.8;	80 mg

: 1953-02-2
N-(2-mercaptopropionyl)glycine

: 54-06-8
adrenochrome

: [2-((3R,3aR)-3-Hydroxy-1-methyl-5,6-dioxo-1,2,3,4,5,6-hexahydro-indol-3a-ylsulfanyl)-propionylamino]-acetic acid

Conditions

Conditions	Yield
With sodium hydroxide In water at 25℃; for 0.5h;

: 108-24-7
acetic anhydride

: 54-06-8
adrenochrome

: 13988-19-7
5,6-diacetoxy-N-methyl indole

Conditions

Conditions	Yield
With dmap; ascorbic acid 1) Phosphate buffer, diethyl ether, 15 min, 2) diethyl ether; Yield given. Multistep reaction;

: 108-24-7
acetic anhydride

: 54-06-8
adrenochrome

A: 116755-29-4
5,6,5',6'-tetraacetoxy-1,1'-dimethyl-2,3'-biindolyl

B: 116755-28-3
5,6-diacetoxy-1-methyl-3-(5',6'-diacetoxy-1'-methyl-2'-indolinyl)-indole

C: 116755-27-2
adrenaline black

Conditions

Conditions	Yield
With pyridine; hydrogenchloride; sodium dithionite 1.) 15 min; 2.) r.t., 12 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 108-24-7
acetic anhydride

: 54-06-8
adrenochrome

: 116755-27-2
adrenaline black

Conditions

Conditions	Yield
With pyridine; sodium dithionite; water 1.) r.t., 48 h; 2.) r.t., 12 h; Yield given. Multistep reaction;

: 613-94-5
benzoic acid hydrazide

: 68-11-1
mercaptoacetic acid

: 54-06-8
adrenochrome

A: 79697-36-2, 94460-23-8
(R)-Adrenochrome monobenzoylhydrazone

: 64728-92-3, 79697-34-0
[(3R,3aR)-5-(Benzoyl-hydrazono)-3-hydroxy-1-methyl-6-oxo-1,2,3,4,5,6-hexahydro-indol-3a-ylsulfanyl]-acetic acid

Conditions

Conditions	Yield
Product distribution; various temperatures, various reaction times;

...Expand

: 613-94-5
benzoic acid hydrazide

: 107-96-0
3-mercaptopropionic acid

: 54-06-8
adrenochrome

: 64728-91-2, 79697-29-3, 79697-30-6, 79697-35-1
(+/-)-trans-3a-(β-carboxyethylthio)-3a,4-dihydroadrenochrome monobenzoylhydrazone

: 64728-91-2, 79697-29-3, 79697-30-6, 79697-35-1
(+/-)-cis-3a-(β-carboxyethylthio)-3a,4-dihydroadrenochrome monobenzoylhydrazone

Conditions

Conditions	Yield
Product distribution; various temperatures, various reaction times;
With hydrogenchloride; sodium hydroxide 1.) H2O, 5 deg C, 30 min, 2.) H2O, 0 deg C; Yield given. Multistep reaction;

...Expand

: 68-11-1
mercaptoacetic acid

: 54-06-8
adrenochrome

: ((3R,3aR)-3-Hydroxy-1-methyl-5,6-dioxo-1,2,3,4,5,6-hexahydro-indol-3a-ylsulfanyl)-acetic acid

Conditions

Conditions	Yield
With sodium hydroxide In water at 25℃; for 0.5h;

: 107-96-0
3-mercaptopropionic acid

: 54-06-8
adrenochrome

: 3-((3R,3aR)-3-Hydroxy-1-methyl-5,6-dioxo-1,2,3,4,5,6-hexahydro-indol-3a-ylsulfanyl)-propionic acid

Conditions

Conditions	Yield
With sodium hydroxide In water at 25℃; for 0.5h;

: 54-06-8
adrenochrome

: 79697-36-2, 94460-23-8
(R)-Adrenochrome monobenzoylhydrazone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH / H2O / 0.5 h / 25 °C 2: HCl / H2O / 0.5 h / 25 °C View Scheme

: 54-06-8
adrenochrome

: 64728-94-5, 79697-31-7
(+/-)-trans-3a-(β-carboxyethylthio)-3a,4-dihydroadrenochrome monosemicarbazone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH / H2O / 0.5 h / 25 °C 2: 30 percent / 8percent formic acid / H2O View Scheme

: 54-06-8
adrenochrome

: 64728-92-3, 79697-34-0
[(3R,3aR)-5-(Benzoyl-hydrazono)-3-hydroxy-1-methyl-6-oxo-1,2,3,4,5,6-hexahydro-indol-3a-ylsulfanyl]-acetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH / H2O / 0.5 h / 25 °C 2: HCl / H2O / 0.5 h / 25 °C View Scheme

: 54-06-8
adrenochrome

: 64728-93-4
{2-[5-(Benzoyl-hydrazono)-3-hydroxy-1-methyl-6-oxo-1,2,3,4,5,6-hexahydro-indol-3a-ylsulfanyl]-propionylamino}-acetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH / H2O / 0.5 h / 25 °C 2: HCl / H2O / 25 °C View Scheme

: 54-06-8
adrenochrome

: (+/-)-trans-3a-(β-carboxyethylthio)-3a,4-dihydroadrenochrome Monohydrazone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH / H2O / 0.5 h / 25 °C 2: 21 percent / HCl / H2O View Scheme

: 54-06-8
adrenochrome

: 64728-91-2, 79697-29-3, 79697-30-6, 79697-35-1
(+/-)-trans-3a-(β-carboxyethylthio)-3a,4-dihydroadrenochrome monobenzoylhydrazone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH / H2O / 0.5 h / 25 °C 2: HCl / H2O / RT, 0 deg C View Scheme

Adrenochrome Chemical Properties

Molecular Structure of Adrenochrome (CAS NO.54-06-8):

IUPAC Name: 3-hydroxy-1-methyl-2,3-dihydroindole-5,6-dione
Empirical Formula: C₉H₉NO₃
Molecular Weight: 179.1727
Index of Refraction: 1.63
Surface Tension: 61.2 dyne/cm
Density: 1.42 g/cm³
Flash Point: 180.7 °C
Enthalpy of Vaporization: 72.03 kJ/mol
Boiling Point: 375.1 °C at 760 mmHg
Vapour Pressure: 3.67E-07 mmHg at 25°C
Synonyms of Adrenochrome (CAS NO.54-06-8): 2,3-dihydro-3-hydroxy-1-methyl-1h-indole-6-dione ; 3-hydroxy-1-methyl-6-indolinedione ; adraxone;usafuctl-7 ;2,3-Dihydro-3-hydroxy-1-methyl-1h-indole-5,6-dione ; 3-hydroxy-1-methyl-5,6-indoline-dione ; adrenochrome ; d,l-adrenochrome

Adrenochrome Toxicity Data With Reference

1.	ipr-rat LD50:150 mg/kg	AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 106 (1956),90.
2.	ipr-mus LD50:100 mg/kg	NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .
3.	ivn-mus LD50:128 mg/kg	AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 106 (1956),90.

Adrenochrome Consensus Reports

Adrenochrome (CAS NO.54-06-8) was reported in MacCarthy, Chim, Ind. Paris 55,435(1946) and Hoffer, A. and Osmond, H. The Hallucinogens (Academic Press, 1967).

Adrenochrome Safety Profile

Poison by intravenous and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NO_x.
Hazard Codes: Irritant Xi
Risk Statements :36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements :26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.

Adrenochrome Specification

Adrenochrome (CAS NO.54-06-8) is a toxic product, flammable, burning releases toxic fumes of nitrogen oxides, and should be kept in ventilated, low-temperature, dry environment, in addition to food and raw materials should be kept separate, dry powder, foam, sand, carbon dioxide, water mist fire-extinguishing agent can be used if an emergency situation.

Adrenochrome (CAS NO.54-06-8) is a pigment obtained by the oxidation of adrenaline (epinephrine). Adrenochrome monosemicarbazone, also known as carbazochrome, is a hemostatic, meaning it reduces capillary bleeding.Adrenochrome Deposits resulting from the use of epinephrine-containing eye drops used to treat glaucoma from the Iowa Eye Atlas

Product Name

ADRENOCHROME

Synthetic route

Adrenochrome Chemical Properties

Adrenochrome Toxicity Data With Reference

Adrenochrome Consensus Reports

Adrenochrome Safety Profile

Adrenochrome Specification

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