Carbazochrome

Synonym(s):2-(1,2,3,6-tetrahydro-3-hydroxy-1-methyl-6-oxoindol-5-ylidene)-hydrazinecarboxamide;3-Hydroxy-1-methyl-5,6-indolindione-5-semicarbazone;Adrenochrome monosemicarbazone;Carbazochrome;NSC 73742

CAS NO.：69-81-8
Empirical Formula: C10H12N4O3
Molecular Weight: 236.23
MDL number: MFCD00130253
EINECS: 200-717-0
SAFETY DATA SHEET (SDS)
Update Date: 2026-01-13 11:26:33

What is Carbazochrome?

Originator

Adrenosem,Beecham,US,1953

The Uses of Carbazochrome

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.

What are the applications of Application

Adrenochrome semicarbazone is an oxidation product of Epinephrine

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

Properties of Carbazochrome

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)
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	14,172
Stability:	Hygroscopic
CAS DataBase Reference	69-81-8(CAS DataBase Reference)

Safety information for Carbazochrome

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P312:Call a POISON CENTER or doctor/physician if you feel unwell. P362:Take off contaminated clothing and wash before reuse. P302+P352:IF ON SKIN: wash with plenty of soap and water. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P501:Dispose of contents/container to..…