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ChemicalBook >> CAS DataBase List >>POLYTHIAZIDE (200 MG)

POLYTHIAZIDE (200 MG)

CAS No.
346-18-9
Chemical Name:
POLYTHIAZIDE (200 MG)
Synonyms
p2525;P 2525;Renese;Nephril;Drenusil;NSC-108161;polythiazide;Drenusilnephril;POLYTHIAZIDE (200 MG);Polythiazide Solution, 100ppm
CBNumber:
CB3500394
Molecular Formula:
C11H13ClF3N3O4S3
Molecular Weight:
439.8818296
MDL Number:
MFCD00072071
MOL File:
346-18-9.mol
Last updated:2024-12-18 14:08:52

POLYTHIAZIDE (200 MG) Properties

Melting point 202.5°
Boiling point 580.1±60.0 °C(Predicted)
Density 1.8346 (rough estimate)
refractive index 1.6100 (estimate)
storage temp. Refrigerator
solubility DMSO (Slightly), Methanol (Slightly, Heated)
pka pKa 9.58(H2O,t =25) (Uncertain)
form Solid
color White to Off-White
FDA UNII 36780APV5N
ATC code C03AA05
EPA Substance Registry System Polythiazide (346-18-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
Hazardous Substances Data 346-18-9(Hazardous Substances Data)

POLYTHIAZIDE (200 MG) price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC P689410 Polythiazide 346-18-9 10mg $215 2021-12-16 Buy
TRC P689410 Polythiazide 346-18-9 100mg $1695 2021-12-16 Buy
American Custom Chemicals Corporation API0006930 POLYTHIAZIDE 95.00% 346-18-9 100MG $1963.5 2021-12-16 Buy
Medical Isotopes, Inc. 61335 Polythiazide 346-18-9 100mg $2400 2021-12-16 Buy
Medical Isotopes, Inc. 61335 Polythiazide 346-18-9 10mg $675 2021-12-16 Buy
Product number Packaging Price Buy
P689410 10mg $215 Buy
P689410 100mg $1695 Buy
API0006930 100MG $1963.5 Buy
61335 100mg $2400 Buy
61335 10mg $675 Buy

POLYTHIAZIDE (200 MG) Chemical Properties,Uses,Production

Description

Polythiazide exhibits a more pronounced antihypertensive effect than chlorothiazide and it may be used independently for the same indications as the aforementioned drugs. However, it is primarily used as an ingredient of a combination drugs intended for lowering pressure, in particular in minizide, which is a combination of prazozine and polythiazide.

Originator

Renese ,Pfizer, US ,1961

Uses

Polythiazide is a thiazide diuretic. Polythiazide is used in the treatment of hypertension as well as nephrotic syndrome, cirrhosis of the liver, and nutritional edema.

Definition

ChEBI: Polythiazide is a benzothiadiazine.

Manufacturing Process

(A) Preparation of trifluoroethylthioacetaldehyde dimethylacetal: To 4.6 g (0.2 mol) of metallic sodium dissolved in 75 ml of absolute methanol is rapidly added 24.4 g (0.2 mol) of mercaptoacetaldehyde dimethylacetal followed by dropwise addition of 42.0 g (0.2 mol) of trifluoroethyl iodide.
The resulting reddish mixture is refluxed on a steam bath for one hour. One half of the alcohol is removed by concentration and the remainder diluted with several volumes of water and extracted with ether. The combined ether extracts are dried over sodium sulfate, the ether then removed at reduced pressure and the residue distilled to about 30 g (BP 82°C/25 mm).
(B) Preparation of 4-Amino-2-Chloro-5-(Methylsulfamyl)Benzenesulfonamide: The 5-substituted-2,4-disulfamyl anilines may be prepared by procedures described in the literature, for example, the general procedures in Monatsch. Chem. vol. 48, p 87 (1927), which involves the treatment of a m-substituted aniline with from 10 to 20 parts by weight of chlorosulfonic acid followed by the gradual addition of from about 90 to 170 parts by weight of sodium chloride. The resultant mixture is heated at approximately 150°C for about 2hours after which the reaction mixture is poured into water and the resultant 5substituted aniline-2,4-disulfonyl chloride is filtered and is then treated with concentrated ammonium hydroxide or suitable amine by standard procedures to obtain the corresponding disulfonamide.
(C) Preparation of 2-Methyl-3-(2,2,2-Trifluoroethyl)Thiomethyl-6-Chloro-7Sulfamyl-3,4-Dihydro-1,2,4-Benzothiadiazine-1,1-Dioxide: To 4.6 g (0.015 mol) of 4-amino-2-chloro5-(methylsulfamyl)benzenesulfonamide in 30 ml of the dimethyl ether of ethylene glycol is added 4.08 g (0.02 mol) of 2,2,2trifluoroethylmercaptoacetaldehyde dimethylacetal followed by 1 ml of ethyl acetate saturated with hydrogen chloride gas. The resulting solution is refluxed for 1.5 hours, cooled and then slowly added to cold water dropwise with stirring. The crude product is filtered, dried and recrystallized from isopropanol (3.2 g), MP 202° to 202.5°C. A second recrystallization from isopropanol raised the MP to 202° to 203°C.

brand name

Renese (Pfizer).

Therapeutic Function

Diuretic

General Description

Crystals or white powder.

Air & Water Reactions

Its rate of decomposition in solution increases with an increase in pH. . Insoluble in water.

Reactivity Profile

POLYTHIAZIDE (200 MG) is a sulfonamide derivative. With strong reducing agents will produce hydrogen sulfide gas.

Fire Hazard

Flash point data for POLYTHIAZIDE (200 MG) are not available, but POLYTHIAZIDE (200 MG) is probably combustible.

Synthesis

Polythiazide, 1,1-dioxide 2-methyl-3-(2,2,2-trifluoroethylthiomethyl)-6- chloro-3,4-dihydro-2H-1,2,4-benzothiadiazin-7-sulfonamide (21.3.8), is also synthesized by an analogous scheme, which is by condensing 4-aminosulfonyl-5-chloro-2-methylaminosulfonylaniline (21.3.7) with 2,2,2-trifluoroethylthioacetaldehyde dimethylacetal.

Synthesis_346-18-9

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2h-1,2,4-benzothiadiazine-7-sulfonamide,6-chloro-3,4-dihydro-2-methyl-3-(((2,2 2h-benzo-1,2,4-thiadiazine1,1-dioxide 2-methyl-3-(beta,beta,beta-trifluoroethylthiomethyl)-6-chloro-7-sulfamyl-3,4-d 6-Chloro-2-methyl-3-([(2,2,2-trifluoroethyl)sulfanyl]methyl)-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide 6-Chloro-3,4-dihydro-2-methyl-3-(((2,2,2-trifluoroethyl)thio)methyl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide 6-Chloro-3,4-dihydro-2-methyl-3-[[(2,2,2-trifluoromethyl)thio]methyl]-2H-1,2,4-benzothiadiazine -7-sulfonamide 1,1-dioxide benzothiadiazine-7-sulfonamide1,1-dioxide Drenusil Drenusilnephril ihydro-1,2,4-benzothiadiazine1,1-dioxide Nephril NSC-108161 P 2525 6-Chloro-3,4-dihydro-2-Methyl-3-[[2,2,2-trifluoroethyl)thio]Methyl]-2H-1,2,4-benzothiadiazine-7-sulfonaMide 1,1-Dioxide 6-Chloro-3,4-dihydro-2-Methyl-7-sulfaMoyl-3-(2,2,2-trifluoroethylthioMethyl)-2H-1,2,4-benzothiadiazine 1,1-Dioxide ,2-trifluoroethyl)thio)methyl)-,1,1-dioxide 2,2-trifluoroethyl)thio)methyl)-,1,1-dioxide 2,2-trifluoroethyl)thio]methyl]-2h-1,2,4-6-chloro-4-dihydro-2-methyl-3-[[(2 2,2-trifluoroethylthiomethyl)-6-chloro-4-dihydro-2-methyl-7-sulphamoyl-3-(2 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-2-methyl-3-[[(2,2,2-trifluoroethyl)thio]methyl]-, 1,1-dioxide 2h-1,2,4-benzothiadiazine-7-sulfonamide,6-chloro-3,4-dihydro-2-methyl-3-(((2, p2525 polythiazide Renese POLYTHIAZIDE (200 MG) 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-2-methyl-3-(2,2,2-trifluoroethyl)thiomethyl-, 1,1-dioxide 6-chloro-1,1-diketo-2-methyl-3-[(2,2,2-trifluoroethylthio)methyl]-3,4-dihydrobenzo[e][1,2,4]thiadiazine-7-sulfonamide 6-chloro-2-methyl-1,1-dioxo-3-(2,2,2-trifluoroethylsulfanylmethyl)-3,4-dihydrobenzo[e][1,2,4]thiadiazine-7-sulfonamide Polythiazide Solution, 100ppm POLYTHIAZIDE (200 MG) USP/EP/BP 346-18-9 C11H13ClF3N3O4S3