CAS 25377-76-8 2-Thiazolidinethione (HCID 2723699)

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Basic information

CAS: 25377-76-8
Standard SMILES: S=C1NCCS1
InChIKey: WGJCBBASTRWVJL-UHFFFAOYSA-N
Molecular formula: C3H5NS2
Average molar mass: 119.21 g/mol
Monoisotopic mass: 118.98634116

Overview

metabolite of CS(2); structure

Names & identifiers

Preferred name: 2-Thiazolidinethione
IUPAC: 1,3-thiazolidine-2-thione
English name: 2-Mercaptothiazoline
Molecular formula: C3H5NS2
Molecular weight: 119.21

Names & synonyms

2-Mercaptothiazoline96-53-71,3-Thiazolidine-2-thione2-Thiazolidinethione2-Mercapto-2-thiazolineMetabasalThyroidan2-ThiothiazolidoneMercaptothiazolineSancelent 2MT4,5-Dihydro-2-mercaptothiazoleTetrahydrothiazole-2-thione

Show more names

Thiazolidine-2-thioneH4MTwr305NSC 6802-ThiazoLine-2-thioL

2(3H)-Thiazolethione, 4,5-dihydro-WR 305UPA7Y8938QNSC-680DTXSID3059133RefChem:474048DTXCID4048983202-512-1

Database identifiers

CAS: 25377-76-8、96-53-7
PubChem CID: 2723699
DTXSID: DTXSID3059133
ChEMBL: CHEMBL2398099
UNII: UPA7Y8938Q
EC Number: 202-512-1、246-918-7
Nikkaji: J37.316H

Properties

Computed structural properties

XLogP: 0.9
Topological polar surface area: 69.4 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 6
Formal charge: 0
Complexity: 71.2

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Thiazoles

Endocrine DisruptorsPotential endocrine disrupting compound

Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR

Physical DescriptionWhite powder with a stench; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 100 · 100-105 °C(lit.)
Boiling point: 176 · 176-178 °C(Press: 0.25 Torr)
Density: 1.235 · 1.235 (estimate)
refractive index: 1.4826 · 1.4826 (estimate)
storage temp.: 30 °C · Store below +30°C.
solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 13.01 · 13.01±0.20(Predicted)
form

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 65 reports by companies from 4 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 2 items

Chemical: 2-Thiazolidinethione

2-Thiazoline-2-thiol: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay cause irritation; Toxic by ingestion; [Alfa Aesar MSDS] See Mercaptobenzothiazole.

Hazard Classes and CategoriesAcute Tox. 3 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk: 3
tsca: TSCA listed
rtecs: XJ6122000
ridadr: UN 2811 6.1/PG 3
hs_code: 29341000
Toxicity: LD50 orally in Rabbit: 300 mg/kg
risk_code: 22
Signal word: Danger
Symbol(GHS): GHS06
hazard_code: Xn
safety_code: 24/25
hazard_class: 6.1(b)
Storage Class: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

Chemistry & industry

Uses & manufacturing

General Manufacturing Information2-Thiazolidinethione: ACTIVE

Applications · 3 items

Usesmedicament.;medical agent; brightening agent

Uses2-Mercaptothiazoline is an antithyroid agent that strongly reduces thyroid hormone levels. 2-Mercaptothiazoline is also used as an intermediate in the preparation of pesticides and other biologically active compounds.

Uses2-Mercaptothiazoline, is used in the chain-lengthening of alkyl halides by trans-iodopropenylenation. 2-Mercaptothiazoline is an antithyroid agent that strongly reduces thyroid hormone levels. 2-Mercaptothiazoline is also used as an intermediate in the preparation of biologically active compounds. It is also used as a tool for highly selective chiral synthesis of penam- and carbapenam-type β-lactam antibiotics.