THIOCYANIC ACID

US Previously Marketed

First approved in 1961

Details

Stereochemistry	ACHIRAL
Molecular Formula	CHNS
Molecular Weight	59.09
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

SC#N

InChI

InChIKey=ZMZDMBWJUHKJPS-UHFFFAOYSA-N

InChI=1S/CHNS/c2-1-3/h3H

HIDE SMILES / InChI

Molecular Formula	CHNS
Molecular Weight	59.09
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:29200 | https://cfpub.epa.gov/ncea/pprtv/documents/ThiocyanicAcid.pdf

Thiocyanic acid, also known as hydrogen thiocyanate, is a hydracid that is cyanic acid in which the oxygen is replaced by a sulfur atom. It has a role as an Escherichia coli metabolite. It is a hydracid, a one-carbon compound and an organosulfur compound. It is a conjugate acid of a thiocyanate. It is a tautomer of an isothiocyanic acid. In the past, thiocyanate was used therapeutically to treat severe hypertension, but the results of this therapy were inconsistent from clinic to clinic, and even within a single study. Thiocyanate is believed to play a role in an endogenous antibacterial system (lactoperoxidase/thiocyanate/hydrogen peroxide system) present in milk. It has been added commercially to some milk preparations as an antibacterial agent.

Approval Year

PubMed

Title	Date	PubMed

[Determination method of polysorbates in powdered soup by HPLC].	2001 Apr	11486389
Cellular inflammatory response associated with breakdown of the blood-brain barrier after closed head injury in rats.	2001 Apr	11336441
Synthesis of new fused pyrimidines by isocyanate and isothiocyanate.	2001 Apr	11310663
High-performance liquid chromatography-based determination of total isothiocyanate levels in human plasma: application to studies with 2-phenethyl isothiocyanate.	2001 Apr 15	11401302
Evidence of a role for a non-matrix-type metalloproteinase activity in the shedding of syndecan-1 from human myeloma cells.	2001 Aug	11529866
The Arabidopsis epithiospecifier protein promotes the hydrolysis of glucosinolates to nitriles and influences Trichoplusia ni herbivory.	2001 Dec	11752388
In vitro antioxidant properties of dantrolene sodium.	2001 Dec	11735355
Traceless solid-phase synthesis of 2,4-diaminoquinazolines.	2001 Feb 22	11178831
Involvement of glutathione metabolism in the cytotoxicity of the phenethyl isothiocyanate and its cysteine conjugate to human leukaemia cells in vitro.	2001 Jan 15	11163331
Analgesic activity and opioid receptor selectivity of stereoisomers of ohmefentanyl isothiocyanate.	2001 Jul 27	11672562
Anti-drug antibodies as drug carriers. I. For small molecules.	2001 Jun	11474777
Using isothiocyanate excretion as a biological marker of Brassica vegetable consumption in epidemiological studies: evaluating the sources of variability.	2001 Jun	11415492
Preparation of potent cytotoxic ribonucleases by cationization: enhanced cellular uptake and decreased interaction with ribonuclease inhibitor by chemical modification of carboxyl groups.	2001 Jun 26	11412105
Compounds with symmetrical tricobalt chains wrapped by dipyridylamide ligands and cyanide or isothiocyanate ions as terminal ligands.	2001 Mar 12	11300828
Monitoring of isothiocyanates emanating from Arabidopsis thaliana upon paraquat spraying.	2001 Mar 30	11307975
Demonstration of the pH sensitive binding of multivalent carbohydrate ligands to immobilized Shiga-like toxin 1 B subunits.	2001 Nov	11686929
Micronutrients and the regulation of cancerous cell growth and death: effect of sulforaphane, an isothiocyanate from broccoli.	2002	12484219
Isothiocyanates: mechanism of cancer chemopreventive action.	2002 Apr	11984078
Site specificity of metal ions in heterodinuclear complexes derived from an "end-off" compartmental ligand.	2002 Aug 26	12184763
Isolation of three main sericin components from the cocoon of the silkworm, Bombyx mori.	2002 Dec	12596874
Urinary excretion of dithiocarbamates and self-reported Cruciferous vegetable intake: application of the 'method of triads' to a food-specific biomarker.	2002 Dec	12570887
A sulforaphane analogue that potently activates the Nrf2-dependent detoxification pathway.	2002 Feb 1	11706044
Calcium dicaesium silver thiocyanate dihydrate.	2002 Jan	11781452
Use of SYTOX green dye in the flow cytometric analysis of bacterial phagocytosis.	2002 Jun 1	12116370
Synthesis and characterization of cobalt and nickel chelates of 5-dimethylaminomethyl-2-thiouracil and their evaluation as antimicrobial and anticancer agents.	2002 May 21	12009252
Low enzyme content in the pancreas does not reduce the severity of acute pancreatitis induced by bile-pancreatic duct obstruction.	2002 Nov	12487374
Oligothiophene isothiocyanates as fluorescent markers.	2002 Nov 15	12412057
One-step synthesis of non-anomeric sugar isothiocyanates from sugar azides.	2002 Nov 19	12433497
Syntheses of hydantocidin and C-2-thioxohydantocidin.	2002 Nov 19	12433473
Asymmetrical, water-soluble phthalocyanine dyes for covalent labeling of oligonucleotides.	2002 Nov-Dec	12440859
Surface modification of polycaprolactone membrane via aminolysis and biomacromolecule immobilization for promoting cytocompatibility of human endothelial cells.	2002 Nov-Dec	12425670
[Telomerase gene antisense oligodeoxynucleotide down-regulates telomerase activity in HL-60 cells].	2002 Oct	12508645
On the in vitro antioxidative properties of melatonin.	2002 Oct	12220332
Design and structural extension of a supramolecular inclusion-compound host made by the formation of dimers of isonicotinic acid and thiocyanato coordinating bridges.	2002 Oct 18	12561121
Radiolabeling morpholinos with 90Y, 111In, 188Re and 99mTc.	2003 Feb	12623121
Development of isothiocyanate-enriched broccoli, and its enhanced ability to induce phase 2 detoxification enzymes in mammalian cells.	2003 Feb	12596003
Circulating bile salt-dependent lipase originates from the pancreas via intestinal transcytosis.	2003 Feb	12557152
Synthesis and evaluation of potential affinity labels derived from endomorphin-2.	2003 Feb	12492899
Taming of a poison: biosynthesis of the NiFe-hydrogenase cyanide ligands.	2003 Feb 14	12586941
Dermorphin-based potential affinity labels for mu-opioid receptors.	2003 Jan	12472847
Synthesis of covalent probes for the radiolabeling of the cannabinoid receptor.	2003 Jan 10	12515461
Effects of garden and water cress juices and their constituents, benzyl and phenethyl isothiocyanates, towards benzo(a)pyrene-induced DNA damage: a model study with the single cell gel electrophoresis/Hep G2 assay.	2003 Jan 6	12453666
IgG subclasses in human immune response to wild and attenuated (vaccine) Junin virus infection.	2003 Mar	12526057

Patents

Sample Use Guides

In Vivo Use Guide

The effects on blood pressure were reported at doses generally ranging from 1.3−4.3 mg (SCN)/kg-day, while effects on the thyroid occurred at exposure levels of ≥0.19 mg (SCN)/kg-day in healthy subjects

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 16 23:31:54 UTC 2022` Edited by `admin` on `Fri Dec 16 23:31:54 UTC 2022`
Record UNII	A5KWW7N91V
Record Status	`Validated (UNII)`
Record Version