Isocyanate

HCID 105034CAS 661-20-1

Basic information

Standard SMILES
[N-]=C=O
InChIKey
IQPQWNKOIGAROB-UHFFFAOYSA-N
Molecular formula
CNO-
Average molar mass
42.017 g/mol
Monoisotopic mass
41.9985372

Overview

Cyanate is an organonitrogen compound and a pseudohalide anion. It has a role as a human metabolite. It is a conjugate base of a cyanic acid and an isocyanic acid.

Names & identifiers

Preferred name
Isocyanate
IUPAC
isocyanate
English name
Cyanate
Molecular formula
CNO-
Molecular weight
42.02

Names & synonyms

ISOCYANATE71000-82-3DTXSID001015810RefChem:149230DTXCID401473963cyanateCyanate ion661-20-1Cyanate ion(1-)Isocyanate ion(1-)Isocyanic acid, ion(1-)YML51WA0FW
Show more names
Cyanic acid anion
CyanatesUNII-YML51WA0FWisocynateIsocyanatescarbonyl amideCyanatcyanate anionfulminate ion

Database identifiers

CAS
661-20-1、71000-82-3
PubChem CID
105034
DTXSID
DTXSID001015810
ChEMBL
CHEMBL1161700
ChEBI
CHEBI:29195
UNII
YML51WA0FW
Nikkaji
J263.680H

Properties

Computed structural properties

XLogP
1
Topological polar surface area
18.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
3

Physicochemical properties

PH
1 · pKa1= 3.46(25℃)
FDA UNII
51 WA0FW · YML51WA0FW
EPA Substance Registry System
Cyanate (661-20-1)

Safety & regulation

Toxicology

Treatment · 1 item

Antidotes to cyanide poisoning include hydroxocobalamin and sodium nitrite, which release the cyanide from the cytochrome system, and rhodanase, which is an enzyme occurring naturally in mammals that combines serum cyanide with thiosulfate, producing comparatively harmless thiocyanate. Oxygen therapy can also be administered. (L97)

Health Effects · 1 item

Exposure to high levels of cyanide for a short time harms the brain and heart and can even cause coma, seizures, apnea, cardiac arrest and death. Chronic inhalation of cyanide causes breathing difficulties, chest pain, vomiting, blood changes, headaches, and enlargement of the thyroid gland. Skin contact with cyanide salts can irritate and produce sores. (L96, L97)

Exposure RoutesInhalation (L96) ; oral (L96) ; dermal (L96)
Toxicity Summary · 1 item

Cyanide is an inhibitor of cytochrome c oxidase in the fourth complex of the electron transport chain (found in the membrane of the mitochondria of eukaryotic cells). It complexes with the ferric iron atom in this enzyme. The binding of cyanide to this cytochrome prevents transport of electrons from cytochrome c oxidase to oxygen. As a result, the electron transport chain is disrupted and the cell can no longer aerobically produce ATP for energy. Tissues that mainly depend on aerobic respiration, such as the central nervous system and the heart, are particularly affected. Cyanide is also known produce some of its toxic effects by binding to catalase, glutathione peroxidase, methemoglobin, hydroxocobalamin, phosphatase, tyrosinase, ascorbic acid oxidase, xanthine oxidase, succinic dehydrogenase, and Cu/Zn superoxide dismutase. Cyanide binds to the ferric ion of methemoglobin to form inactive cyanmethemoglobin. (L97)

Signs and SymptomsCyanide poisoning is identified by rapid, deep breathing and shortness of breath, general weakness, giddiness, headaches, vertigo, confusion, convulsions/seizures and eventually loss of consciousness. (L96, L97)
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 1 item

Cyanide is rapidly alsorbed through oral, inhalation, and dermal routes and distributed throughout the body. Cyanide is mainly metabolized into thiocyanate by either rhodanese or 3-mercaptopyruvate sulfur transferase. Cyanide metabolites are excreted in the urine. (L96)

Additional notes

DefinitionChEBI: Cyanate is a pseudohalide anion and an organonitrogen compound. It has a role as a human metabolite. It is a conjugate base of an isocyanic acid and a cyanic acid.

Related reactions

742 records

Linked notes

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