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Dorzolamide Hydrochloride

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Dorzolamide Hydrochloride Basic information

Product Name:
Dorzolamide Hydrochloride
Synonyms:
  • 3-b)thiopyran-2-sulfonamide,5,6-dihydro-4-(ethylamino)-6-methyl-4h-thieno(
  • mk-0507
  • monohydrochloride,(4s-trans)-7-dioxide
  • Dorzolomide hydrochloride, >=99%
  • 4H-Thieno[2,3-b]thiopyran-2-sulfonamide, 4-(ethylamino)-5,6-dihydro-6-methyl-, 7,7-dioxide, hydrochloride
  • MK-507 (L-671152) HCl
  • 4H-Thieno[2,3-b]thiopyran-2-sulfonamide, 4-(ethylamino)-5,6-dihydro-6-methyl-, 7,7-dioxide, hydrochloride (1:1), (4S,6S)-
  • (4S,6S)-4-(Ethylamino)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-2-sulfonamide 7,7-dioxid
CAS:
130693-82-2
MF:
C10H16N2O4S3.ClH
MW:
360.9
EINECS:
620-304-2
Product Categories:
  • Inhibitors
  • Heterocycles
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Sulfur & Selenium Compounds
  • Dorzolamide
  • API
  • Trusopt, Cosopt
  • Other APIs
Mol File:
130693-82-2.mol
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Dorzolamide Hydrochloride Chemical Properties

Melting point:
265-2670C
alpha 
D24 -8.34° (c = 1 in methanol)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
Soluble in water, slightly soluble in methanol, very slightly soluble in anhydrous ethanol.
form 
Solid
color 
White to Off-White
λmax
254nm(CHCl3:MeOH= aq.)(lit.)
Merck 
14,3426
BRN 
5896026
CAS DataBase Reference
130693-82-2(CAS DataBase Reference)
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Safety Information

WGK Germany 
3
RTECS 
XJ9095163
HS Code 
2935904000
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Dorzolamide Hydrochloride Usage And Synthesis

Description

Dorzolamide hydrochloride was introduced in the U.S.A. as eye drops for the treatment of open-angle glaucoma and ocular hypertension. Dorzolamide is a potent carbonic anhydrase inhibitor that, on topical administration, lowers intraocular pressure (IOP). In a clinical study in patients with bilateral primary open-angle glaucoma or ocular hypertension, dorzolamide (0.7-2%) was found to significantly lower IOP throughout the day. Dorzolamide has been shown to be effective as a single therapy or in combination with β-blockers.

Description

Dorzolamide (hydrochloride) (Item No. 26303) is an analytical reference standard categorized as a carbonic anhydrase inhibitor diuretic. Diuretics have been used in sports doping to reduce weight or anabolic androgenic steroid-induced water retention, or as masking agents. This product is intended for use in analytical forensic applications. This product is also available as a general research tool .

Chemical Properties

White Powder

Originator

Merck (U.S.A.)

Uses

Carbonic anhydrase inhibitor. Antiglaucoma agent.

Uses

Antiglaucoma drug;Carbonic anhydrase inhibitor

Uses

analgesic

Uses

Dorzolamide HCl Ophthalmic Solution is indicated in the treatment of elevated intraocular pressure in patients with ocular hypertension or open-angle glaucoma.

Uses

An inhibitor of carbonic anhydrase.

Definition

ChEBI: The hydrochloride salt of dorzolamide. It is used in ophthalmic solutions to lower increased intraocular pressure in the treatment of open-angle glaucoma and ocular hypertension.

Manufacturing Process

Manufacturing process for Dorzolamide hydrochloride includes these steps as follows: Step A: Sulfuric Acid Ritter Procedure;Step B: Sulfonylation Procedure Step C: Chlorosulfonylation Procedure;Step D: Amidation Procedure;Step E: Reduction via Borane Generated in situ Procedure;Step F: Maleate Salt Formation Procedure;Step G: Crude Hydrochloride Salt Formation;Step H: Recrystallization Procedure.

brand name

Trusopt (Merck).

Therapeutic Function

Antiglaucoma

Veterinary Drugs and Treatments

Dorzolamide is often used in the contralateral eye of a dog with primary glaucoma to prevent development of bilateral disease. It is also an excellent agent to consider for most secondary glaucomas in dogs and cats because it has no effect on pupil size. Like the related oral carbonic anhydrase inhibitors (dichlorphenamide or Daranide?, methazolamide or Neptazane?), dorzolamide decreases aqueous humor production by the ciliary body epithelium by altering pH and affecting the H+/Na+ active transport exchange mechanism. Oral carbonic anhydrase inhibitors cause numerous systemic side effects such as metabolic acidosis and panting, diarrhea, vomiting, anorexia and others, all of which can be avoided with topical carbonic anhydrase inhibitors.

Dorzolamide HydrochlorideSupplier

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