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Carbazochrome

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Carbazochrome Basic information

Product Name:
Carbazochrome
Synonyms:
  • CROMADRENAL
  • CROMOSIL
  • CARBAZOCHROME
  • 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
  • ADRENOXYL
CAS:
69-81-8
MF:
C10H12N4O3
MW:
236.23
EINECS:
200-717-0
Product Categories:
  • 69-81-8
Mol File:
69-81-8.mol
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Carbazochrome Chemical Properties

Melting point:
203° (dec)
Density 
1.63±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
DMSO (Slightly), Water (Slightly, Heated)
pka
12.38±0.40(Predicted)
form 
Solid
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 
14,172
Stability:
Hygroscopic
CAS DataBase Reference
69-81-8(CAS DataBase Reference)
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Safety Information

Safety Statements 
24/25
WGK Germany 
2
RTECS 
NM1925500
HS Code 
29339900
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Carbazochrome Usage And Synthesis

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

Carbazochrome Preparation Products And Raw materials

Raw materials

CarbazochromeSupplier

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