Chlorothiazide

Product Name: Chlorothiazide
CAS No.: 58-94-6
Chemical Name: Chlorothiazide
Synonyms: Diuril;Flumen;Minzil;Urinex;Alurene;Diupres;Diurite;Diutrid;Salisan;Salunil
CBNumber: CB6756754
Molecular Formula: C7H6ClN3O4S2
Formula Weight: 295.72
MOL File: 58-94-6.mol

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Chlorothiazide Property

Melting point:: 342-343°C
Boiling point:: 608.8±65.0 °C(Predicted)
Density: 1.7303 (rough estimate)
refractive index: 1.6100 (estimate)
storage temp.: 2-8°C
solubility: DMSO (Slightly), Methanol (Very Slightly, Heated)
form: Solid
pka: 6.85, 9.45(at 25℃)
color: White to Off-White
Water Solubility: <0.1 g/100 mL at 19.5 ºC
Merck: 14,2168
BCS Class: 4
Stability:: Stable. Incompatible with strong oxidizing agents.
LogP: -0.240
CAS DataBase Reference: 58-94-6(CAS DataBase Reference)
NIST Chemistry Reference: Chlorothiazide(58-94-6)
EPA Substance Registry System: Chlorothiazide (58-94-6)

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Safety

Hazard Codes: Xn
Risk Statements: 42/43-20/21/22
Safety Statements: 36
WGK Germany: 2
RTECS: DK9450000
HS Code: 2935904000
Hazardous Substances Data: 58-94-6(Hazardous Substances Data)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H317May cause an allergic skin reaction

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P284Wear respiratory protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: C4911
Product name: Chlorothiazide
Purity: thiazide diuretic
Packaging: 50g
Price: $152.4
Updated: 2024/03/01

Sigma-Aldrich

Product number: 1121005
Product name: Chlorothiazide
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 200mg
Price: $436
Updated: 2024/03/01

Sigma-Aldrich

Product number: BP076
Product name: Chlorothiazide
Purity: British Pharmacopoeia (BP) Reference Standard
Packaging: 100MG
Price: $243
Updated: 2022/05/15

Cayman Chemical

Product number: 17909
Product name: Chlorothiazide
Purity: ≥95%
Packaging: 1g
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 17909
Product name: Chlorothiazide
Purity: ≥95%
Packaging: 5g
Price: $86
Updated: 2024/03/01

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Chlorothiazide Chemical Properties,Usage,Production

Description

Chlorothiazide is a first-in-class thiazide diuretic initially discovered from its ability to inhibit carbonic anhydrase in vitro. As an antihypertensive agent, this thiazide increases renal excretion of sodium, potassium, chloride, and bicarbonate ions by inhibiting tubular reabsorptive mechanisms.

Chemical Properties

Off-White Solid

Originator

Diuril,Merck Sharp and,US,1957

Uses

Chlorthiazide is a diuretic that causes the body to excrete excess fluid. This drug exhibits strong diuretic action during both acidosis and alkalosis. It is used for arterial hypertension, in edematous syndromes of various genesis, congestive effects in cardiovascular insufficiency, nephrosis and nephritis, and toxicosis. It is especially recommended for hypertonic illnesses. It lowers intraocular pressure in a number of cases.

Definition

ChEBI: Chlorothiazide is 4H-1,2,4-benzothiadiazine 1,1-dioxide in which the hydrogen at position is substituted by chlorine and that at position 7 is substituted by a sulfonamide group. A diuretic, it is used for treatment of oedema and hypertension. It has a role as a diuretic and an antihypertensive agent.

Manufacturing Process

(A) m-Chloroaniline (64 g, 0.5 mol) was added dropwise with stirring to 375 ml of chlorosulfonic acid in a 3-liter round bottom, 3-necked flask cooled in an ice bath. Sodium chloride (350 g) was added portionwise over a period of 1 to2 hours and the mixture then heated gradually in an oil bath to 150°C. After 3 hours at 150° to 160°C, the flask was cooled thoroughly in an ice bath and the contents treated with a liter of cold water. The product was extracted with ether and the extract washed with water and dried over sodium sulfate.
After removal of ether on the steam bath, the residual 5-chloroaniline-2,4- disulfonyl chloride, which may be crystallized from benzene-hexane MP 130° to 132°C, was cooled in an ice bath and treated with 150 ml of 28% ammonium hydroxide in a 2-liter Erlenmeyer flask. The mixture was heated on the steam bath for 1 hour, cooled and the product collected on the filter, washed with water and dried. Upon crystallization from dilute alcohol 5- chloro-2,4-disulfamylaniline was obtained as colorless needles, MP 251° to 252°C.
(B) A solution of 88 g of 5-chloro-2,4-disulfamylaniline in 1.1 liters of 88% formic acid was heated under reflux for 2 hours. After removal of 200 ml of solvent by distillation, one liter of water was added and the product collected, washed with water and dried. Crystallization from dilute alcohol afforded 6- chloro-7-sulfamyl-1,2,4-benzothiadiazine-1,1-dioxide as colorless needles, MP 342.5° to 343°C, as described in US Patent 2,809,194.

brand name

Diuril (Ovation).

General Description

Crystals; white powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Alkaline aqueous solutions will decompose on standing or heating .

Fire Hazard

Flash point data for Chlorothiazide are not available; however, Chlorothiazide is probably combustible.

Mechanism of action

The mechanism of action of Chlorothiazide is an interference with the renal tubular mechanism of electrolyte reabsorption. The diuretic action of chlorothiazide, like other drugs of this series, is caused by reduced absorption of sodium and chloride ions by the kidneys during their simultaneous, intense excretion from the organism.

Safety Profile

Moderately_toxic by intraperitoneal and intravenous routes. Mddly toxic by ingestion. Experimental reproductive effects. Has been implicated in aplastic anemia. When heated to decomposition it emits very toxic fumes of SOx NOx and Cl-.

Synthesis

Chlorothiazide, 1,1-dioxide 6-chloro-2H-1,2,4-benzothiadiazin-7-sulfonamide (21.3.3) is synthesized in the exact same manner, is all thiazide diuretics. 3- Chloroaniline (or 3-trifluoromethylaniline) undergoes sulfoylchlorination by chlorosulfonic acid, forming 4,6-sulfonochloride-3-chloroaniline (21.3.1), the reaction of which with ammonia gives 4,6-sulfonylamido-3-chloroaniline (21.3.2). Heating this with formamide leads to formation of chlorothiazide (21.3.3).

Veterinary Drugs and Treatments

In veterinary medicine, furosemide has largely supplanted the use of thiazides as a general diuretic (edema treatment). Thiazides are still used for the treatment of systemic hypertension, nephrogenic diabetes insipidus, and to help prevent the recurrence of calcium oxalate uroliths in dogs.
Chlorothiazide is approved for use in dairy cattle for the treatment of post parturient udder edema, but the veterinary labeled product has been discontinued in the USA.

Chlorothiazide Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Chlorothiazide manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Chlorothiazide 58-94-6
Price: US $0.00/Kg/Bag
Min. Order: 1KG
Purity: 98%-102%;EP
Supply Ability: 500kgs
Release date: 2021-07-06

Qiuxian Baitai New Material Co., LTD

Product: Chlorothiazide 58-94-6
Price: US $1.30/g
Min. Order: 100g
Purity: 99.99%
Supply Ability: 5ton/Month
Release date: 2021-11-26

Career Henan Chemical Co

Product: Chlorothiazide 58-94-6
Price: US $7.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2018-12-21

58-94-6, ChlorothiazideRelated Search:

Quartz Hydrochlorothiazide Sulfanilamide Thiourea dioxide Rutile Carbon dioxide Chlorine dioxide 4-Amino-6-chlorobenzene-1,3-disulfonamide 3-Methyl-4H-1,2,4-benzothiadiazine 1,1-dioxide 6,7-Dichloro-3-methyl-2H-1,2,4-benzothiadiazine 1,1-dioxide 4-AMINO-6-CHLORO-BENZENE-1,3-DISULFONYL DICHLORIDE HYDROCHLOROTHIAZIDE-3,3-D2 Hydrochlorothiazide-13C,d2 Hydrochlorothiazide Impurity 4 1-CHLOROPHTHALAZINE 5-Chloroorthanilic acid Salicylamide Benzenesulfonamide, 4-amino-2-chloro-

2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-, 1,1-dioxide

2h-1,2,4-benzothiadiazine-7-sulfonamide,6-chloro-,1,1-dioxide

Aldoclor

Alurene

Chloriazid

Chlorosal

Chlorothiazid

Chlorthiazide

Chlortiazid

Chlorurit

Chlotride

Chlrosal

Clotride

component of Aldoclor

component of Diupres

Diupres

Diuresal

Diuril

Diuril Boluses

Diuril lyovac [as sodium salt]

Diurilix

Diurite

Diutrid

Flumen

Lyovac diuril [as sodium salt]

Hydrochlorothiazide Impurity A

Hydrochlorothiazide Impurity B

Minzil

Neo-Dema

Salisan

Salunil

Saluretil

Saluric

Sk-chlorothiazide

Thiazide

Urinex

Warduzide

Yadalan

CHLOROTHIAZIDE

6-chloro-7-sulfamoyl-2h-1,2,4-benzothiadiazine 1,1-dioxide

6-CHLORO-2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE

2-chloro-1,2,4-benzothiadiazine-7-sulphonamide 1,1-dioxide

Chlorothiazide USP25

CHLOROTHIAZIDE CARBONIC ANHYDRASE IN

Chlorothizide

CHLOROTHIAZIDE CRUDE

6-chloro-1,1-diketo-4H-benzo[e][1,2,4]thiadiazine-7-sulfonamide

6-chloro-1,1-dioxo-4H-benzo[e][1,2,4]thiadiazine-7-sulfonamide

Chlorothiazide,6-Chloro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

Chlorothiazide (200 mg)

Chlorothiazide(Diuril, Chlotride)

Hydrochlorothiazide IMpurity-A(EP)

6-chloro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonaMide 1,1-dioxide

6-chloro-1,1-dioxide-2H-1,2,4-benzothiadiazine-7-sulfonamide

Hydrochlorothiazide EP Impurity A

Hydrochlorothiazide impurity A -C (EP)

Chlorothiazide, 100ppm

Chlorothiazide CRS