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Basic information

  • Name:
  • Hydrazinecarboxamide,2-(1,2,3,6-tetrahydro-3-hydroxy-1-methyl-6-oxo-5H-indol-5-ylidene)-

  • Superlist Name:
  • Carbazochrome
  • CAS No.:
  • 69-81-8

  • Molecular Structure:
  • Formula:
  • C10H12N4O3
  • Molecular Weight:
  • 236.2273
  • Synonyms:
  • Cromadrenal;Cromosil;NSC 73742;Sangostasin;Sangostazin;5,6-Indolinedione,3-hydroxy-1-methyl-, 5-semicarbazone (7CI,8CI);Adrenochrome semicarbazone(6CI);3-Hydroxy-1-methyl-5,6-indolindione 5-semicarbazone;Adchnon;Adedolon;Adrenochrome monosemicarbazone;Adrenostazin;Adrenoxyl;Adrezon;Adrokson;Adroxon;Cartabes;
  • EINECS:
  • 200-717-0
  • Density:
  • 1.63 g/cm3
  • Appearance:
  • nacarat crystalline powder

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Specification

The Carbazochrome, with the cas registry number 69-81-8, has the IUPAC name of [(Z)-(3-hydroxy-1-methyl-6-oxo-2,3-dihydroindol-5-ylidene)amino]urea. This is a kind of nacarat crystalline powder and is slightly soluble in water and ethanol while insoluble in ethyl ether and chloroform. Besides, this chemical could be obtained from oxidation, cyclization, and condensation of isoprenalinehydrochloride.

The physical properties of this chemical are as follows: (1)ACD/LogP: -1.53; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.54; (4)ACD/LogD (pH 7.4): -1.53; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 3.47; (8)ACD/KOC (pH 7.4): 3.49; (9)#H bond acceptors: 7; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 65.45; (13)Index of Refraction: 1.732; (14)Molar Refractivity: 57.88 cm3; (15)Molar Volume: 144.5 cm3; (16)Polarizability: 22.94 ×10-24 cm3; (17)Surface Tension: 71.9 dyne/cm; (18)Density: 1.63 g/cm3; (19)Exact Mass: 236.09094; (20)MonoIsotopic Mass: 236.09094; (21)Topological Polar Surface Area: 108; (22)Heavy Atom Count: 17; (23)Complexity: 478.

As to its usage, it is usually applied in pharmaceutics. It could used as the hemostatics which could cure the diseases as hereditaryhemorrhagictelangiectasia and prevent the bleeding in lung, kidney, intestine, brain and uterus.

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: CN1CC(C2=CC(=NNC(=O)N)C(=O)C=C21)O
(2)Isomeric SMILES: CN1CC(C2=C/C(=N/NC(=O)N)/C(=O)C=C21)O
(3)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)/b12-6-
(4)InChIKey: XSXCZNVKFKNLPR-SDQBBNPISA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 2413mg/kg (2413mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Kiso to Rinsho. Clinical Report. Vol. 12, Pg. 1821, 1978.
mouse LD50 oral > 35832mg/kg (35832mg/kg)   German Offenlegungsschrift Patent Document. Vol. #2808572,
mouse LD50 subcutaneous > 10gm/kg (10000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Kiso to Rinsho. Clinical Report. Vol. 12, Pg. 1821, 1978.
rat LD50 intraperitoneal 1276mg/kg (1276mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Kiso to Rinsho. Clinical Report. Vol. 12, Pg. 1821, 1978.
rat LD50 oral > 17280mg/kg (17280mg/kg)   German Offenlegungsschrift Patent Document. Vol. #2808572,
rat LD50 subcutaneous > 12500mg/kg (12500mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Kiso to Rinsho. Clinical Report. Vol. 12, Pg. 1821, 1978.

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