ChemicalBook--->CAS DataBase List--->69-81-8

69-81-8

69-81-8 Structure

69-81-8 Structure
IdentificationMore
[Name]

Carbazochrome
[CAS]

69-81-8
[Synonyms]

3-HYDROXY-1-METHYL-5,6-INDOLINEDION 5-SEMICARBAZONE
3-hydroxy-1-methyl-5,6-indolinedione 5-semicarbazone
3-HYDROXY-1-METHYL-5,6-INDOLINEDIONE SEMICARBAZONE
ADENOCHROME SEMICARBAZONE
ADRENOCHROME MONOSEMICARBAZONE
ADRENOCHROME SEMICARBAZIDE
ADRENOCHROME SEMICARBAZONE
ADRENOXYL
CARBAZOCHROME
CROMADRENAL
CROMOSIL
-5-ylidene)-
6-indolinedione,3-hydroxy-1-methyl-5-semicarbazone
adchnon
adedolon
adenocromemonosemicarbazone
adrenostazin
adrezon
adrokson
adroxon
[EINECS(EC#)]

200-717-0
[Molecular Formula]

C10H12N4O3
[MDL Number]

MFCD00130253
[Molecular Weight]

236.23
[MOL File]

69-81-8.mol
Chemical PropertiesBack Directory
[Melting point ]

203° (dec)
[density ]

1.63±0.1 g/cm3(Predicted)
[storage temp. ]

−20°C
[solubility ]

DMSO (Slightly), Water (Slightly, Heated)
[form ]

Solid
[pka]

12.38±0.40(Predicted)
[color ]

Dark Orange to Very Dark Orange
[Water Solubility ]

Water: 5 mg/mL (21.17 mM; ultrasonic and adjust pH to 12 with NaOH)
[Merck ]

172
[Stability:]

Hygroscopic
[InChI]

InChI=1S/C10H12N4O3/c1-14-4-9(16)5-2-6(12-13-10(11)17)8(15)3-7(5)14/h2-3,9,16H,4H2,1H3,(H3,11,13,17)
[InChIKey]

XSXCZNVKFKNLPR-UHFFFAOYSA-N
[SMILES]

N(C(N)=O)N=C1C(=O)C=C2C(=C1)C(O)CN2C
[CAS DataBase Reference]

69-81-8(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501
[Safety Statements ]

24/25
[WGK Germany ]

2
[RTECS ]

NM1925500
[HS Code ]

29339900
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Raw materials]

potassium ferricyanide-->Adrenalone hydrochloride-->L(-)-Epinephrine-->Semicarbazide hydrochloride-->Silver oxide
Hazard InformationBack Directory
[Originator]

Adrenosem,Beecham,US,1953
[Uses]

Carbazochrome is an oxidation product of Epinephrine [E588580]) that improves microcirculatory tone. Derivatives such as carbazochrome salicylate and carbazochrome sodium sulfonate, are used as hemostats and treatment to prevent dengue shock syndrome, respectively.
[Definition]

ChEBI: Carbazochrome is a member of indoles. It is functionally related to a semicarbazide.
[Manufacturing Process]

A suspension containing 1 part by weight of adrenalin and 2 to 6 parts by weight of silver oxide in 150 to 250 parts by weight of methanol or ethanol is stirred for about 10 minutes. The alcoholic adrenochrome solution obtained is separated by draining and the filtrate is quickly evaporated to dryness at low temperature and in vacuo. The red crystals of adrenochrome obtained are dissolved in 45 to 55 parts by weight of water. To this solution, 2 parts of sodium acetate dissolved in 2 to 3 parts of water and 2 parts of semicarbazide hydrochloride dissolved in 2 to 3 parts of water are added. The formed precipitate consisting of red-orange prismatic needles is separated by filtration and recrystallized from diluted ethanol. There is obtained 0.30 to 0.40 part by weight of adrenochrome monosemicarbazone dihydrate, melting at 203°C with decomposition.
[Therapeutic Function]

Hemostatic
Spectrum DetailBack Directory
[Spectrum Detail]

Carbazochrome(69-81-8)1HNMR
Carbazochrome(69-81-8)IR1
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

69-81-8(sigmaaldrich)
[TCI AMERICA]

Carbazochrome,>99.0%(LC)(69-81-8)
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