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Carbonyl cyanide (m-chlorophenyl)hydrazone

Carbonyl cyanide (m-chlorophenyl)hydrazone structure

Carbonyl cyanide (m-chlorophenyl)hydrazone 

structure
  • CAS No:

    555-60-2

  • Formula:

    C9H5ClN4

  • Chemical Name:

    Carbonyl cyanide (m-chlorophenyl)hydrazone

  • Synonyms:

    Propanedinitrile,2-[2-(3-chlorophenyl)hydrazinylidene]-;Propanedinitrile,[(3-chlorophenyl)hydrazono]-;Mesoxalonitrile,(m-chlorophenyl)hydrazone;2-[2-(3-Chlorophenyl)hydrazinylidene]propanedinitrile;Carbonyl cyanide (3-chlorophenyl)hydrazone;CCP;CCCP;Carbonyl cyanide (m-chlorophenyl)hydrazone;[(3-Chlorophenyl)hydrazono]malononitrile;3-Chlorophenylhydrazonopropanedinitrile;NSC 88124;2-[(3-Chlorophenyl)hydrazinylidene]propanedinitrile;2-[(3-Chlorophenyl)-hydrazono]malononitrile;81693-28-9;208707-97-5

  • Categories:

    Chemical Reagents  >  Organic Reagents

Description

CCCP is an oxidative phosphorylation uncoupler.


CCCP is a member of the class of monochlorobenzenes that is benzene substituted by 2-(1,3-dinitrilopropan-2-ylidene)hydrazinyl and chloro groups at positions 1 and 3, respectively. It is a mitochondrial depolarizing agent that induces reactive oxygen species mediated cell death. It has a role as a geroprotector, an antibacterial agent and an ionophore. It is a nitrile, a hydrazone and a member of monochlorobenzenes. It derives from a hydrazonomalononitrile.|A proton ionophore. It is commonly used as an uncoupling agent and inhibitor of photosynthesis because of its effects on mitochondrial and chloroplast membranes.

Carbonyl cyanide (m-chlorophenyl)hydrazone Basic Attributes

204.62

204.62

1842102

209-103-7

4D4NW27CG5

88124

DTXSID7040990

2928000090

Characteristics

71.97000

2.22806

yellow to orange powder

1.26 g/cm3

176 °C (decomp)

318.3ºC at 760 mmHg

146.3ºC

1.611

Insoluble in water. soluble in DMSO (5 mg/ml), ethanol (1 mg/ml) and methanol (10 mg/ml).methanol: 10 mg/mL, clear, very deep yellow

2-8°C

Safety Information

III

6.1

UN 2811 6.1/PG 3

3

23/24/25-36/37/38

26-36/37-45

FG5600000

T

P261-P280-P301 + P310-P305 + P351 + P338-P311

H301 + H311 + H331-H315-H319-H335

|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P311, P312, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 133 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Chemical agents that increase the permeability of CELL MEMBRANES to PROTONS. (See all compounds classified as Proton Ionophores.)

Carbonyl Cyanide m Chlorophenyl Hydrazone

Carbonyl cyanide (m-chlorophenyl)hydrazone Use and Manufacturing

Propanedinitrile, 2-[2-(3-chlorophenyl)hydrazinylidene]-: INACTIVE

Computed Properties

Molecular Weight:204.61
XLogP3:3.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:204.0202739
Monoisotopic Mass:204.0202739
Topological Polar Surface Area:72
Heavy Atom Count:14
Complexity:300
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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