| Identification | More | [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 Properties | Back 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 | [CAS DataBase Reference]
69-81-8(CAS DataBase Reference) |
| Hazard Information | Back 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 |
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