Description

2-Indolinethione (CAS 496-30-0) is a sulfur-containing heterocyclic compound with the molecular formula C₈H₇NS and IUPAC name 1,3-dihydroindole-2-thione. This high-purity organic intermediate is widely utilized in pharmaceutical research, agrochemical synthesis, and material science applications. The compound features a planar indole core structure with a reactive thione group at the 2-position, making it a versatile building block for heterocyclic chemistry. Our product is rigorously tested to ensure ≥98% purity (HPLC) and is supplied as a crystalline solid with excellent batch-to-batch consistency. Proper storage conditions (2-8°C in airtight containers) are recommended to maintain stability. Available in research quantities from milligrams to kilogram scale, this compound is ideal for medicinal chemistry, catalyst development, and organic synthesis projects requiring precise molecular architecture.

Properties

• CAS Number: 496-30-0
• Complexity: 155
• IUPAC Name: indoline-2-thione
• InChI: InChI=1S/C8H7NS/c10-8-5-6-3-1-2-4-7(6)9-8/h1-4H,5H2,(H,9,10)
• InChI Key: IGJWTYFTQNHSEK-UHFFFAOYSA-N
• Exact Mass: 149.02992040
• Molecular Formula: C8H7NS
• Molecular Weight: 149.21
• SMILES: C1C2=CC=CC=C2NC1=S
• Topological: 44.1
• Monoisotopic Mass: 149.02992040
• Synonyms: 496-30-0, 1,3-Dihydro-2H-indole-2-thione, 2-INDOLINETHIONE, BRN 0002992, DTXSID20197921, 5-21-08-00018 (Beilstein Handbook Reference), DTXCID80120412, 2H-Indole-2-thione, 1,3-dihydro-(9CI), 2h-indole-2-thione, 1,3-dihydro-, benzazoline-2-thione, indoline-2-thione, 1,3-dihydroindole-2-thione, 1,3-Dihydro-indole-2-thione, 2,3-dihydro-1H-indole-2-thione, MLS000770190, SMR000343599, 2-indolinthione, Indolin-2-thione, 1,3-Dihydro-2H-indole-2-thione; 2-Indolinethione; Benzazoline-2-thione; Indole-2(3H)-thione, 2-mercaptobenzazolen, MFCD00129941, 2H-Indole-2-thione, 1,3-dihydroindol-2-thione, SCHEMBL88685, SCHEMBL8429416, SCHEMBL9924581, CHEMBL1345979, BDBM63662, cid_3032310, IGJWTYFTQNHSEK-UHFFFAOYSA-N, HMS1780G14, HMS2744C03, AAA49630, SBB086657, AKOS001081148, AS-5567, SB64856, NCGC00246173-01, DB-071021, CS-0309363, EN300-17841, F30120, AQ-917/42754237

Application

2-Indolinethione serves as a key precursor in the synthesis of biologically active indole derivatives with potential pharmaceutical applications. Researchers utilize this compound in the development of kinase inhibitors and other therapeutic agents targeting neurological disorders. The thione functionality makes it valuable for metal coordination chemistry and catalyst design. In material science, it finds application as a building block for organic semiconductors and photochromic materials.

Safety and Hazards

GHS Hazard Statements

• H302+H312+H332 (33.3%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]
• H302 (66.7%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (33.3%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (33.3%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (66.7%)
• Acute Tox. 4 (33.3%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• Acute Tox. 4 (33.3%)
• STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.