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| | 2-Mercapto-5-methoxybenzimidazole Basic information | | Description |
| | 2-Mercapto-5-methoxybenzimidazole Chemical Properties |
| Melting point | 261-263 °C(lit.) | | Boiling point | 309.4±44.0 °C(Predicted) | | density | 1.2425 (rough estimate) | | vapor pressure | 0.001Pa at 25℃ | | refractive index | 1.5690 (estimate) | | storage temp. | 2-8°C | | solubility | DMSO (Slightly), Methanol (Sparingly) | | form | Powder | | pka | 10.13±0.30(Predicted) | | color | Off-white to light yellow-brown | | Water Solubility | insoluble | | Sensitive | Air Sensitive | | BRN | 3605123 | | InChI | 1S/C8H8N2OS/c1-11-5-2-3-6-7(4-5)10-8(12)9-6/h2-4H,1H3,(H2,9,10,12) | | InChIKey | KOFBRZWVWJCLGM-UHFFFAOYSA-N | | SMILES | COc1ccc2[nH]c(S)nc2c1 | | LogP | 1.52-2.399 | | CAS DataBase Reference | 37052-78-1(CAS DataBase Reference) |
| Hazard Codes | Xi,Xn | | Risk Statements | 36/37/38-37-22 | | Safety Statements | 26-36 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29332900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Aquatic Chronic 3
Skin Sens. 1 |
| | 2-Mercapto-5-methoxybenzimidazole Usage And Synthesis |
| Description | 2-Mercapto-5-methoxybenzimidazole is used in the preparation of COX-2 inhibitors. It is also employed in the preparation of compounds such as 5-methoxy-2[[(4-methoxy-3, 5-dimethyl-2-pyridinyl) methyl] sulfonyl]-1H-benzimidazole, 5-methoxy-2[[(4-methoxy-3, 5-dimethylpyridin-2-yl-1-oxide) methyl] sulfonyl]-1H-benzimidazole as well as tris[μ-1,2-bis(diphenylphosphino)ethane]-1:2κ2P:P′;1:3κ2P:P′;2:3κ2P:P′-di-μ-bromido-1:2κ4Br:Br-bromido-3κBr-tricopper(I) acetone hemisolvate. Furthermore, it acts as a hetercocyclic building block and serves as an intermediate of drug omeprazole1. Finally, it acts as an intermediate for manufacture of the anti-ulcer drug Omeprazole.
| | Chemical Properties | off-white to light yellowish-brown powder | | Uses | Reagent used in the synthesis of COX-2 inhibitors | | Uses | 2-Mercapto-5-methoxybenzimidazole is used in the preparation of COX-2 inhibitors. It is also employed in the preparation of compounds such as 5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfonyl]-1H-benzimidazole and 5-methoxy-2-[[(4-methoxy-3,5-dimethylpyridin-2-yl-1-oxide)methyl]sulfonyl]-1H-benzimidazole. Further, it acts as a hetercocyclic building block and serves as an intermediate of drug omeprazole. | | Uses | 5-Methoxy-2-benzimidazolethiol may be used in the preparation of compounds present as contaminants in omeprazole, such as 5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfonyl]-1H-benzimidazole and 5-methoxy-2-[[(4-methoxy-3,5-dimethylpyridin-2-yl-1-oxide)methyl]sulfonyl]-1H-benzimidazole. It may be used in the synthesis of tris[μ-1,2-bis(diphenylphosphino)ethane]-1:2κ2P:P′;1:3κ2P:P′;2:3κ2P:P′-di-μ-bromido-1:2κ4Br:Br-bromido-3κBr-tricopper(I) acetone hemisolvate. | | General Description | Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards | | Flammability and Explosibility | Not classified | | Synthesis | 2-Mercapto-5-methoxybenzimidazole is prepared by starting with p-aminobenzyl ether (2), which is acetylated, nitrated and hydrolysed to give p-acetylaminobenzyl ether (3); this is then hydrogenated using a Ranney nickel catalyst and cyclised with potassium ethyl xanthate. The reaction route is shown below:
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| | 2-Mercapto-5-methoxybenzimidazole Preparation Products And Raw materials |
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