149249-72-9

Basic information

• Product Name: dorzolamide
• Synonyms: 4H-Thieno[2,3-b]thiopyran-2-sulfonamide, 4-(ethylamino)-5,6-dihydro-6-methyl-, 7,7-dioxide, (4R-cis)-
• CAS NO: 149249-72-9
• Molecular Formula: C₁₀H₁₆N₂O₄S₃
• Molecular Weight: 324.44004
• Mol File: 149249-72-9.mol

Chemical Properties

• Appearance: /
• Refractive Index: 1.626
• CAS DataBase Reference: dorzolamide(CAS DataBase Reference)
• NIST Chemistry Reference: dorzolamide(149249-72-9)
• EPA Substance Registry System: dorzolamide(149249-72-9)

Safety Data

• Hazardous Substances Data: 149249-72-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Dorzolamide is used as a carbonic anhydrase inhibitor for the treatment of glaucoma and other ocular hypertension conditions. It works by reducing the production of aqueous humor in the eye, which helps to lower the intraocular pressure and alleviate the symptoms associated with these conditions.
Additionally, dorzolamide has been found to have potential applications in other areas of medicine, such as in the treatment of altitude sickness, certain types of epilepsy, and even in cancer therapy. However, further research is needed to fully understand its potential and establish its efficacy in these areas.

InChI:InChI=1/C10H18N2O4S3/c1-3-12-8-4-6(2)18(13,14)10-7(8)5-9(17-10)19(11,15)16/h5-8,10,12H,3-4H2,1-2H3,(H2,11,15,16)/t6-,7?,8-,10?/m0/s1

Upstream product

• 120298-38-6 4?acetamido?5,6?dihydro?6?methyl?4H?thieno[2,3?b]thiopyran?2?sulfonamide?7,7?dioxide 

Downstream Products

• 729-46-4 4,4'-(dithiodicarbonothioyl)dimorpholine 
• 137-26-8 Thiram 

Relevant articles and documents

Synthetic process of dorzolamide Hydrochloride intermediate

The invention discloses a synthetic process of a dorzolamide Hydrochloride intermediate. According to the invention, mild zinc borohydride is adopted as a reducing agent; raw material compounds IIa 4-acetamido-5, 6-dihydro-6-methyl-4H-thieno [2, 3-b] thiopyran-2-sulfonamide-7, 7-dioxide and IIb ((4S, 6S)-4-acetamido-5, 6-dihydro-6-methyl-4H-thieno [2, 3-b] thiopyran-2-sulfonamide-7, 7-dioxide) arereduced at the temperature of 60-120 DEG C, acetamido is reduced into ethylamino, usage of a reducing agent which is highly toxic and high in operation danger coefficient is avoided, the whole reaction is easier to control, and the whole reaction process is milder and more environmentally friendly.

PROCESS FOR PREPARING DORZOLAMIDE HYDROCHLORIDE AND ITS INTERMEDIATE

The present invention relates to an improved process for the preparation of (4S,6S)-4- (ethylamino)-5,6-dihydro-6-methyl-4H-thieno[2,3-b]thiopyran-2-sulfonamide-7,7-dioxide hydrochloride ("Dorzolamide hydrochloride") having formula 1. Dorzolamide hydrochloride is prepared by the process of the present invention with high chemical and diastereomeric purity. The present invention also relates to novel intermediate of the formula 20 and a process for its preparation. Dorzolamide hydrochloride is useful in the treatment of ocular hypertension by inhibiting carbonic anhydrase enzyme.

Process for preparing 5,6-dihydro-4-(S)-(ethylamino)-6-(S) methyl-4H-thieno[2,3b]thiopyran-2-sulphonamide-7,7-dioxide HCI

The present invention relates to an improved process for the preparation of 5,6-dihydro-4-(S)-(ethylamino)-6-(S)methyl-4H-thieno[2,3b]thiopyran-2-sulphonamide-7,7-dioxide hydrochloride of formula (I) commonly known as Dorzolamide Hydrochloride useful as an agent to reduce intraoccular pressure by inhibiting carbonic anhydrase enzyme

PROCESS FOR PREPARING 5,6-DIHYDRO-4-(S)-(ETHYLAMINO)-6-(S) METHYL-4H-THIENO[2,3b]THIOPYRAN-2-SULPHONAMIDE-7,7-DIOXIDE HCI

The present invention relates to an improved process for the preparation of 5,6-dihydro-4-(S)-(ethylamino)-6-(S)methyl-4H-thieno[2,3b]thiopyran-2-sulphonamide-7,7-dioxide hydrochloride of formula (I) commonly known as Dorzolamide Hydrochloride useful as an agent to reduce intraoccular pressure by inhibiting carbonic anhydrase enzyme.

AN IMPROVED PROCESS FOR THE PREPARATION OF 5,6 -DIHYDRO -4H-4(S)-ETHYLAMINO-6(S)-METHYLTHIENO[2,3-b] THIOPYRAN-2-SULFONAMIDE- 7,7 -DIOXIDE AND ITS SALT

The present invention relates to resolution of (cis, trans) 5,6 -dihydro -4H-4-ethylamino-6-methylthieno[2,3-b] thiopyran-2-sulfonamide-7,7 -dioxide using dibenzoyl -L- tartaric acid monohydrate or di-p-toluoyl-L-tarrtaric acid monohydrate as a chiral resolving agent in presence of methanol to obtain hemitartarate salt, purifying it to obtain hemitartarate salt of 5,6-dihydro-4 H-4 (S) -ethyl amino-6(S) methylthieno [2,3-b] thiopyran-2-sulfonamide - 7,7 -dioxide with de of >99% , Chemical purity >99.5% with cis isomer content of 0.1 % and further converting into its pharmaceutically acceptable salts, preferably hydrochloride salt.

Thieno thiopyran sulfonamide derivatives, pharmaceutical compositions and use

Aromatic sulfonamides with a saturated heterocycle fused thereto are carbonic anhydrase inhibitors useful in the treatment of elevated intraocular pressure.

Substituted aromatic sulfonamides as antiglaucoma agents

Aromatic sulfonamides with a saturated heterocycle fused thereto are carbonic anhydrase inhibitors useful in the treatment of elevated intraocular pressure.

Substituted aromatic sulfonamides as antiglaucoma agents, compositions and use

Aromatic sulfonamides with a saturated heterocycle fused thereto are carbonic anhydrase inhibitors useful in the treatment of elevated intraocular pressure.