Description

2-Amino-6-methoxybenzothiazole (CAS No. 1747-60-0) is a high-purity heterocyclic organic compound with the molecular formula C₈H₈N₂OS. This benzothiazole derivative features a methoxy group at the 6-position and an amino group at the 2-position, making it a versatile intermediate for pharmaceutical, agrochemical, and materials science research. Its IUPAC name, 6-methoxy-1,3-benzothiazol-2-amine, reflects its precise chemical structure. Available in crystalline powder form, this compound is rigorously tested for purity (typically ≥95-98% by HPLC) and is packaged under inert conditions to ensure stability. Ideal for synthetic applications, it serves as a key building block for dyes, ligands, and biologically active molecules. Store in a cool, dry place away from light and moisture to maintain optimal quality.

Properties

• CAS Number: 1747-60-0
• Complexity: 167
• IUPAC Name: 6-methoxy-1,3-benzothiazol-2-amine
• InChI: InChI=1S/C8H8N2OS/c1-11-5-2-3-6-7(4-5)12-8(9)10-6/h2-4H,1H3,(H2,9,10)
• InChI Key: KZHGPDSVHSDCMX-UHFFFAOYSA-N
• Exact Mass: 180.03573406
• Molecular Formula: C8H8N2OS
• Molecular Weight: 180.23
• SMILES: COC1=CC2=C(C=C1)N=C(S2)N
• Topological: 76.4
• Monoisotopic Mass: 180.03573406
• Physical Description: 2-amino-6-methoxybenzothiazole is a fine off-white to light tan powder.
• Boiling Point: 464 °F at 760 mmHg
• Melting Point: 329 to 333 °F
• Solubility: less than 1 mg/mL at 70 °F
• Synonyms: 2-Amino-6-methoxybenzothiazole, 1747-60-0, 6-methoxy-1,3-benzothiazol-2-amine, 2-Benzothiazolamine, 6-methoxy-, 6-methoxybenzo[d]thiazol-2-amine, 6-Methoxy-2-aminobenzothiazole, 6-METHOXY-2-BENZOTHIAZOLAMINE, Benzothiazole, 2-amino-6-methoxy-, 2-Amino-6-methoxy benzothiazole, CCRIS 1393, UNII-LAT2842YVX, EINECS 217-130-0, LAT2842YVX, NSC 27516, BRN 0131202, DTXSID9024485, NSC-27516, 6-Methoxy-1,3-benzothiazol-2-ylamine, 6-(methyloxy)-1,3-benzothiazol-2-amine, DTXCID604485, METHOXY-2-BENZOTHIAZOLAMINE, 6-, 6-METHOXYBENZO(D)THIAZOL-2-AMINE, (6-METHOXYBENZOTHIAZOL-2-YL)AMINE, 6Methoxy2benzothiazolamine, 6Methoxy2aminobenzothiazole, 6Methoxybenzothiazol2ylamine, 2Amino6methoxy benzothiazole, 2Benzothiazolamine, 6methoxy, Benzothiazole, 2amino6methoxy, 217-130-0, 4-27-00-05450 (beilstein handbook reference), inchi=1/c8h8n2os/c1-11-5-2-3-6-7(4-5)12-8(9)10-6/h2-4h,1h3,(h2,9,10, kzhgpdsvhsdcmx-uhfffaoysa-n, 6-Methoxybenzothiazol-2-ylamine, 6-Methoxy-benzothiazol-2-ylamine, MFCD00005787, 2-amino-6-methoxybenzthiazole, CHEMBL97797, 2-Amino-6-methoxy-1,3-benzothiazole, 6-methoxybenzothiazole-2-ylamine, CAS-1747-60-0, 6-Methoxybenzothiazol-2-amine, 2-Amino-6-methoxy-1,3-benzothiazol, 4up5, Oprea1_245185, SCHEMBL22358, MLS000565568, BIDD:GT0056, SCHEMBL6026979, SCHEMBL7005131, 2-amino-6-methoxy-benzothiazole, 6-methoxy-2-amino benzothiazole, 6-methoxy-2-amino-benzothiazole, SCHEMBL28941194, HMS2438O11, SRCA-00003, ALBB-017420, BCP27416, CS-D1441, NSC27516, STR04174, WLN: T56 BN DSJ CZ GO1, Tox21_201425, Tox21_303183, BDBM50522422, SBB003746, STK021290, 2-amino-6-methoxy-1,3-benzthiazole, 2-Amino-6-methoxybenzothiazole, 98%, 6-Methoxy-1,3-benzothiazole-2-amine, AKOS000103936, CCG-103302, FA35370, SB12746, SDCCGMLS-0065849.P001, NCGC00091410-01, NCGC00091410-02, NCGC00091410-03, NCGC00256938-01, NCGC00258976-01, 6-Methoxy-1,3-benzothiazol-2-ylamine #, AC-24341, PD145344, SMR000152681, ST079152, DB-020496, A0715, NS00025741, EN300-16706, A15300, 5X-0808, AE-641/00784022, AE-848/30701009, SR-01000390819, SR-01000390819-1, Q27282899, Z56756338, F1911-0014, 6-Methoxy-2-aminobenzothiazole; 6-Methoxy-2-benzothiazolamine, 94W

Application

2-Amino-6-methoxybenzothiazole is widely used as a precursor in the synthesis of bioactive compounds, including potential antimicrobial and antitumor agents. Its benzothiazole core is valuable for developing fluorescent dyes and optoelectronic materials due to its electron-rich structure. Researchers also employ it to create chelating ligands for coordination chemistry and catalysis. In agrochemical research, it serves as an intermediate for designing novel pesticides and herbicides.

Safety and Hazards

GHS Hazard Statements

• H302 (93.9%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (85.7%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (85.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (85.7%): 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, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (93.9%)
• Skin Irrit. 2 (85.7%)
• Eye Irrit. 2 (85.7%)
• STOT SE 3 (85.7%)

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