ChemicalBook >> CAS DataBase List >>(S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide

(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
Last updated:2025-09-20 20:09:13
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)  GHS hazard pictograms
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
Product number Packaging Price Buy
H946200 5g $400 Buy
FD33569 100mg $80 Buy
FD33569 2g $500 Buy
091930 1g $706 Buy
FD33569 250mg $120 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

2,5-Thiophenedisulfonamide, 3-(2-bromoacetyl)-N2-(3-methoxypropyl)-

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

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

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Hebei Yanxi Chemical Co., Ltd.
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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
(S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide pictures 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.
(S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide pictures 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
(S)-4-Hydroxy-2-(3-Methoxypropyl)-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6-sulfonaMide 1,1-Dioxide pictures 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)-2-(3-Methoxypropyl)-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-4-ol-6-sulfonaMide-1,1- dioxide BrinzolaMide Related CoMpound A 4-hydroxy-2-(3-Methoxypropyl)-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6-sulfonaMide 1,1-dioxide (S)-4-Hydroxy-2-(3-methoxypropyl)-3,4-dihydro-2H-thieno-[3,2-e][1,2]thiazine-6-sulfonamide 1,1-di 2H-Thieno[3,2-e]-1,2-thiazine-6-sulfonaMide,3,4-dihydro-4-hydroxy-2-(3-Methoxypropyl)-, 1,1-dioxide, (4S)- Brinzolamide Intermediate 1 -3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6-sulfonamide 1,1-dioxide -4-Hydroxy-2-(3-methoxypropyl) (S)-4-Hydroxy-2-(3-methoxypropyl)-3,4-dihydro-2H-thieno-[3,2-e][1,2]thiazine-6-sulfonamide 1,1 (4S)-1,1-dioxide-3,4-dihydro-4-hydroxy-2- (4S)-1,1-dioxide-3,4-dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-Thieno[3,2-e]-1,2-thiazine-6-sulfonamide (S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide (S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-4H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide (4S)-1,1-dioxide-3,4-dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-Thieno (4S)-1,1-dioxide-3,4-dihydro-4-hydroxy-2-###154127-42-1 2H-Thieno[3,2-e]-1,2-thiazine-6-sulfonamide,3,4-dihydro-4-hydroxy-2-(3-methoxypropyl)-, 1,1-dioxide (S)-3,4-Dihydro-4-hydroxy-2-(3-Methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonaMide-1,1-dioxid (S)-4-Hydroxy-2-(3-Methoxypropyl)-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6-sulfonaMide 1,1-dioxide Brinzolamide Impurity 5 Brinzolamide (4S)-Hydroxy Analog (4S) -1, 1-dioxide-3, 4-dihydro-4-hydroxy-2 - (4S) -1, 1-dioxide-3, 4-dihydro-4-hydroxy-2 - Brinzolamide Impurity I sulfonamide 1,1-dioxide (4S)-1,1-dioxide-3,4-dihydro-4-hydroxy-2-(3-methoxypropyl)-2... (S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1 (4S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-Dioxide (4R)-4-(Isopropylamino)-2-(3-methoxypropyl)-3,4-dihydro-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-Dioxide 2H-Thieno[3,2-e]-1,2-thiazine-6-sulfonamide, 3,4-dihydro-4-hydroxy-2-(3-methoxypropyl)-, 1,1-dioxide, (4S)- (9CI, ACI) 3,4-dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-Thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide (4S)- (9CI ACI) (4S)-4-Hydroxy-2-(3-methoxypropyl)-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6-sulfonamide 1,1-dioxide (4S)-3,4-Dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-Dioxi (4R)-4-(Isopropylamino)-2-(3-methoxypropyl)-3,4-dihydro-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 154127-42-1 C10H16N2O6S3