(S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide
- CAS No.
- 154127-42-1
- Chemical Name:
- (S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide
- Synonyms
- Brinzolamide Impurity 5;Brinzolamide Impurity I;sulfonamide 1,1-dioxide;Brinzolamide Intermediate 1;-4-Hydroxy-2-(3-methoxypropyl);BrinzolaMide Related CoMpound A;Brinzolamide (4S)-Hydroxy Analog;(4S)-1,1-dioxide-3,4-dihydro-4-hydroxy-2-;(4S)-1,1-dioxide-3,4-dihydro-4-hydroxy-2-###154127-42-1;(4S)-1,1-dioxide-3,4-dihydro-4-hydroxy-2-(3-methoxypropyl)-2...
- CBNumber:
- CB21570474
- Molecular Formula:
- C10H16N2O6S3
- Molecular Weight:
- 356.44
- MDL Number:
- MFCD09033313
- MOL File:
- 154127-42-1.mol
Product description | Number | Pack Size | Price |
(S)-4-Hydroxy-2-(3-methoxypropyl)-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6-sulfonamide1,1-Dioxide | H946200 | 5g | $400 |
(S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2h-thieno(3,2-e)-1,2-thiazine-6-sulfonamide 1,1-dioxide | FD33569 | 100mg | $80 |
(S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2h-thieno(3,2-e)-1,2-thiazine-6-sulfonamide 1,1-dioxide | FD33569 | 2g | $500 |
(S)-4-Hydroxy-2-(3-methoxypropyl)-3,4-dihydro-2H-thieno-[3,2-e][1,2]thiazine-6-sulfonamide 1,1-dioxide 95+% | 091930 | 1g | $706 |
(S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2h-thieno(3,2-e)-1,2-thiazine-6-sulfonamide 1,1-dioxide | FD33569 | 250mg | $120 |
More product size |
(S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide Properties
Melting point | 112-115oC |
---|---|
Boiling point | 612.4±65.0 °C(Predicted) |
Density | 1.575±0.06 g/cm3(Predicted) |
storage temp. | Sealed in dry,Room Temperature |
solubility | DMSO (Slightly), Methanol (Slightly) |
form | Solid |
pka | 9.53±0.40(Predicted) |
color | White to Off-White |
InChI | InChI=1S/C10H16N2O6S3/c1-18-4-2-3-12-6-8(13)7-5-9(20(11,14)15)19-10(7)21(12,16)17/h5,8,13H,2-4,6H2,1H3,(H2,11,14,15)/t8-/m1/s1 |
InChIKey | UHIWBQIWXWWDKT-MRVPVSSYSA-N |
SMILES | S1(=O)(=O)C2SC(S(N)(=O)=O)=CC=2[C@H](O)CN1CCCOC |
FDA UNII | KCH6847QC4 |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS07 |
---|---|
Signal word | Warning |
Hazard statements | H302-H315-H319-H335 |
Precautionary statements | P261-P305+P351+P338 |
(S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide price More Price(18)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
TRC | H946200 | (S)-4-Hydroxy-2-(3-methoxypropyl)-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6-sulfonamide1,1-Dioxide | 154127-42-1 | 5g | $400 | 2021-12-16 | Buy |
Biosynth Carbosynth | FD33569 | (S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2h-thieno(3,2-e)-1,2-thiazine-6-sulfonamide 1,1-dioxide | 154127-42-1 | 100mg | $80 | 2021-12-16 | Buy |
Biosynth Carbosynth | FD33569 | (S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2h-thieno(3,2-e)-1,2-thiazine-6-sulfonamide 1,1-dioxide | 154127-42-1 | 2g | $500 | 2021-12-16 | Buy |
Matrix Scientific | 091930 | (S)-4-Hydroxy-2-(3-methoxypropyl)-3,4-dihydro-2H-thieno-[3,2-e][1,2]thiazine-6-sulfonamide 1,1-dioxide 95+% | 154127-42-1 | 1g | $706 | 2021-12-16 | Buy |
Biosynth Carbosynth | FD33569 | (S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2h-thieno(3,2-e)-1,2-thiazine-6-sulfonamide 1,1-dioxide | 154127-42-1 | 250mg | $120 | 2021-12-16 | Buy |
(S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide Chemical Properties,Uses,Production
Uses
(S)-4-Hydroxy-2-(3-methoxypropyl)-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6-sulfonamide 1,1-Dioxide has been used as a reactant for the preparation of Brinzolamide (AL-4862) [B677600], a topical carbonic anhydrase inhibitor.
Synthesis

1245550-91-7
![(S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide](/CAS/20180808/GIF/154127-42-1.gif)
154127-42-1
The general procedure for the synthesis of (S)-3,4-dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide from the compound (CAS: 1245550-91-7) is as follows: the cyclization reaction of the compound (VI) can be carried out with a chiral reductant, e.g., (+)-diisopropylphenylborane (DIPCI) to obtain a single isomer of the target compound (VII) by stereoselective reduction. The procedure was as follows: compound (VI) (210 g, 0.484 mol) was suspended in tert-butyl methyl ether (15 v/v) and stirred under nitrogen protection. The suspension was cooled to -40 °C and (+)-diisopropylaminoborane (DIPCI) (762 g, 60-65% hexane solution, 1.063 mol) was slowly added through a cannula over 30 min. The temperature was raised to -30 °C during the reaction. The reaction mixture was maintained at -25 to -20 °C for 3.0 to 4.0 h. The reaction progress was monitored by TLC (mobile phase: ethyl acetate:hexane = 3:7). After completion of the reduction reaction, 1M aqueous sodium hydroxide solution (20 vol) was added through the addition funnel within 15-20 minutes. The reaction mixture was stirred at 25-30°C overnight and the completion of the reaction was monitored by TLC (mobile phase: ethyl acetate:hexane=1:1). Upon completion of the reaction, the aqueous and organic phases were separated, and the aqueous phase was extracted with tert-butyl methyl ether (4.0 v/v), followed by acidification to pH 1 with 5N hydrochloric acid solution, and extraction with ethyl acetate (3 x 6.0 v/v). The ethyl acetate extracts were combined, washed with saturated brine solution (2 x 2.5 volumes), dried over sodium sulfate and filtered. The organic layer was completely distilled under reduced pressure (at a temperature below 50°C) to give a light yellow syrupy crude product. The yield of compound (VII) was 112 g (65.2% yield). Alternatively, step (f) can be carried out using a non-chiral reducing agent such as sodium tetrahydroborane, subject to a subsequent optical splitting step to remove unwanted isomers.
References
[1] Patent: WO2010/103115, 2010, A1. Location in patent: Page/Page column 15-16
(S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide Preparation Products And Raw materials
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Hebei Yanxi Chemical Co., Ltd. | +8618531123677 | faithe@yan-xi.com | China | 5853 | 58 |
Hebei Xinsheng New Material Technology Co., LTD. | +86-16632316109 | xinshengkeji@xsmaterial.com | China | 1085 | 58 |
Hebei Junhua Import and Export Co., LTD | +85259680964 | junhua1@hb-junhua.com | China | 933 | 58 |
Capot Chemical Co.,Ltd. | +86-(0)57185586718; +8613336195806 | sales@capot.com | China | 29734 | 60 |
Beijing Cooperate Pharmaceutical Co.,Ltd | 010-60279497 | sales01@cooperate-pharm.com | CHINA | 1803 | 55 |
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21620 | 55 |
Nanjing Finetech Chemical Co., Ltd. | 025-85710122 17714198479 | sales@fine-chemtech.com | CHINA | 885 | 55 |
career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29850 | 58 |
Jinan Chenghui-Shuangda Chemical Co.,Ltd | +86-531-58897082 | ericqiao@jnchsd.com | CHINA | 158 | 58 |
Jinan Finer Chemical Co., Ltd | +86-531-88989536 +86-15508631887 | sales@finerchem.com | China | 2953 | 58 |
View Lastest Price from (S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
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2025-10-22 | (S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide
154127-42-1
|
US $0.00-0.00 / kg | 1kg | 0.99 | 800kg | Wuhan Biocar Pharmacy CO.,Ltd. | |
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2025-10-22 | (S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide
154127-42-1
|
US $0.00 / kg | 1kg | 98% | 1000 | Hebei Junhua Import and Export Co., LTD | |
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2025-10-22 | (S)-4-Hydroxy-2-(3-Methoxypropyl)-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6-sulfonaMide 1,1-Dioxide
154127-42-1
|
US $0.00 / Kg/Bag | 100g | 98%-102% | 10KGS | WUHAN FORTUNA CHEMICAL CO., LTD |
-
- (S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide
154127-42-1
- US $0.00-0.00 / kg
- 0.99
- Wuhan Biocar Pharmacy CO.,Ltd.
-
- (S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide
154127-42-1
- US $0.00 / kg
- 98%
- Hebei Junhua Import and Export Co., LTD
-
- (S)-4-Hydroxy-2-(3-Methoxypropyl)-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6-sulfonaMide 1,1-Dioxide
154127-42-1
- US $0.00 / Kg/Bag
- 98%-102%
- WUHAN FORTUNA CHEMICAL CO., LTD
154127-42-1((S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide)Related Search:
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