4-chloro-10,10-dioxo-10$l^{6}-thia-7,9-diazabicyclo[4.4.0]deca-1,3,5-t riene-3-sulfonamide (CAS 8049-49-8) — formula C7H8ClN3O4S2, molecular weight 297.7; category organic chemicals.
| CAS Number | 8049-49-8 |
|---|---|
| Molecular Formula | C7H8ClN3O4S2 |
| Molecular Weight | 297.7 |
| Melting Point | 523 to 527 °F (NTP, 1992) |
| LogP | -0.07 |
| Applications | Uses: MEDICATION (VET), Antihypertensive Agents, Diuretics, Sodium Chloride Symporter Inhibitors, MEDICATION, Use (kg) in Switzerland (2009): >1000, Use (kg, approx.) in Germany (2009): >50000, exact) in Germany (2009): 50914, Use (kg) in USA (2002): 82500, Consumption (g per capita) in Switzerland (2009): 0.13, Consumption (g per capita, approx.) in Germany (2009): 0.61, exact) in Germany (2009): 0.62, Consumption (g per capita) in the USA (2002): 0.29, Excretion rate: 1, Calculated removal (%): 8.8, For the treatment of high blood pressure and management of edema., Use Classification: Pharmaceuticals -> Animal Drugs -> Approved in Taiwan, Pharmaceuticals -> Cardiovascular system -> Diuretics -> Low-ceiling diuretics, thiazides -> Thiazides, plain, Methods of Manufacturing: Hydrochlorothiazide is synthesized by either the reaction of para-formaldehyde with 5-chloro-2, 4-disulfamoylaniline in nonaqueous media, or the reaction of formaldehyde with 6-chloro-7-sulfamoyl-2H-1, 2, 4-benzothiadiazine-1, 1-dioxide in aqueous alkaline solution., Chlorothiazide can be reduced electrolytically or with sodium borohydride or catalytically. ... 3-Chloro-4, 6-disulfamoylaniline can be cyclized with formaldehyde to give hydrochlorothiazide., Preparation: ... Jones, Novello, United States of America patent 3025292 (1962 to Merck & Co), de Stevens, Werner, United States of America patent 3163645 (1964 to Ciba), Klosa, German patent 1163332 (1964), J. S. Irons, T. M. Cook, United States of America patent 3164588 (1965 to Merck & Co)., Formulations, Preparations: Table: Hydrochlorothiazide Preparations [Table#4419], Table: Amiloride Hydrochloride and Hydrochlorothiazide Preparations [Table#4420], Table: Captopril and Hydrochlorothiazide Preparations [Table#4421], Table: Enalapril Maleate and Hydrochlorothiazide Preparations [Table#4422], For more Formulations, Preparations (Complete) data for Hydrochlorothiazide (10 total), please visit the HSDB record page., U.S. Production: (1976) PROBABLY GREATER THAN 1.36X10+6 GRAMS, (1978) PROBABLY GREATER THAN 1.82X10+6 GRAMS, U.S. Imports: (1976) 1.93X10+7 GRAMS (PRINCPL CUSTMS DISTS), (1978) 3.65X10+7 GRAMS (PRINCPL CUSTMS DISTS), General Manufacturing Information: 2H-1, 4-Benzothiadiazine-7-sulfonamide, 6-chloro-3, 4-dihydro-, 1, 1-dioxide: ACTIVE, Hydrochlorothiazide decomposes upon irradiation with near-UV light (lambda greater than 310 nm) both in methanol and aqueous solutions. In the photolysis the chlorine substituent is removed to be replaced by either--H or--OR from the solvent ROH. Hydrolysis of the thiadiazine ring is superimposed upon the dechlorination. The presence of oxygen inhibits the decomposition. The mechanism of the photolysis is suggested to involve cation radical formation which facilitates the hydrolysis step. 5-Chloro-2, 4-disulphonamido-aniline, the normal hydrolysis product from hydrochlorothiazide, is also susceptible to photolytic dechlorination by a similar mechanism. |
| Category | Organic Chemicals |
Documented applications: Uses: MEDICATION (VET), Antihypertensive Agents, Diuretics, Sodium Chloride Symporter Inhibitors, MEDICATION, Use (kg) in Switzerland (2009): >1000, Use (kg, approx.) in Germany (2009): >50000, exact) in Germany (2009): 50914, Use (kg) in USA (2002): 82500, Consumption (g per capita) in Switzerland (2009): 0.13, Consumption (g per capita, approx.) in Germany (2009): 0.61, exact) in Germany (2009): 0.62, Consumption (g per capita) in the USA (2002): 0.29, Excretion rate: 1, Calculated removal (%): 8.8, For the treatment of high blood pressure and management of edema., Use Classification: Pharmaceuticals -> Animal Drugs -> Approved in Taiwan, Pharmaceuticals -> Cardiovascular system -> Diuretics -> Low-ceiling diuretics, thiazides -> Thiazides, plain, Methods of Manufacturing: Hydrochlorothiazide is synthesized by either the reaction of para-formaldehyde with 5-chloro-2, 4-disulfamoylaniline in nonaqueous media, or the reaction of formaldehyde with 6-chloro-7-sulfamoyl-2H-1, 2, 4-benzothiadiazine-1, 1-dioxide in aqueous alkaline solution., Chlorothiazide can be reduced electrolytically or with sodium borohydride or catalytically. ... 3-Chloro-4, 6-disulfamoylaniline can be cyclized with formaldehyde to give hydrochlorothiazide., Preparation: ... Jones, Novello, United States of America patent 3025292 (1962 to Merck & Co), de Stevens, Werner, United States of America patent 3163645 (1964 to Ciba), Klosa, German patent 1163332 (1964), J. S. Irons, T. M. Cook, United States of America patent 3164588 (1965 to Merck & Co)., Formulations, Preparations: Table: Hydrochlorothiazide Preparations [Table#4419], Table: Amiloride Hydrochloride and Hydrochlorothiazide Preparations [Table#4420], Table: Captopril and Hydrochlorothiazide Preparations [Table#4421], Table: Enalapril Maleate and Hydrochlorothiazide Preparations [Table#4422], For more Formulations, Preparations (Complete) data for Hydrochlorothiazide (10 total), please visit the HSDB record page., U.S. Production: (1976) PROBABLY GREATER THAN 1.36X10+6 GRAMS, (1978) PROBABLY GREATER THAN 1.82X10+6 GRAMS, U.S. Imports: (1976) 1.93X10+7 GRAMS (PRINCPL CUSTMS DISTS), (1978) 3.65X10+7 GRAMS (PRINCPL CUSTMS DISTS), General Manufacturing Information: 2H-1, 4-Benzothiadiazine-7-sulfonamide, 6-chloro-3, 4-dihydro-, 1, 1-dioxide: ACTIVE, Hydrochlorothiazide decomposes upon irradiation with near-UV light (lambda greater than 310 nm) both in methanol and aqueous solutions. In the photolysis the chlorine substituent is removed to be replaced by either--H or--OR from the solvent ROH. Hydrolysis of the thiadiazine ring is superimposed upon the dechlorination. The presence of oxygen inhibits the decomposition. The mechanism of the photolysis is suggested to involve cation radical formation which facilitates the hydrolysis step. 5-Chloro-2, 4-disulphonamido-aniline, the normal hydrolysis product from hydrochlorothiazide, is also susceptible to photolytic dechlorination by a similar mechanism..
4-chloro-10,10-dioxo-10$l^{6}-thia-7,9-diazabicyclo[4.4.0]deca-1,3,5-t riene-3-sulfonamide is a carbon-based organic compound with CAS registry number 8049-49-8 and molecular formula C7H8ClN3O4S2 (molecular weight 297.7), belonging to the organic chemicals segment of chemical raw materials.
CAS number: 8049-49-8
Its molecular formula C7H8ClN3O4S2 comprises 7 C, 8 H, 1 Cl, 3 N, 4 O, 2 S atoms.
Also known as: 4-chloro-10,10-dioxo-10$l^{6}-thia-7,9-diazabicyclo[4.4.0]deca-1,3,5-t riene-3-sulfonamide · 4-氯-10,10-二氧代-10$l^{6}-thia-7,9-二氮杂双环[4.4.0]十-1,3,5-三烯-3-磺酰胺
Category: organic chemicals
The CAS registry number of 4-chloro-10,10-dioxo-10$l^{6}-thia-7,9-diazabicyclo[4.4.0]deca-1,3,5-t riene-3-sulfonamide is 8049-49-8.
Molecular formula C7H8ClN3O4S2, molecular weight 297.7.
It is also registered under: 4-chloro-10,10-dioxo-10$l^{6}-thia-7,9-diazabicyclo[4.4.0]deca-1,3,5-t riene-3-sulfonamide, 4-氯-10,10-二氧代-10$l^{6}-thia-7,9-二氮杂双环[4.4.0]十-1,3,5-三烯-3-磺酰胺.
Recorded applications: Uses: MEDICATION (VET), Antihypertensive Agents, Diuretics, Sodium Chloride Symporter Inhibitors, MEDICATION, Use (kg) in Switzerland (2009): >1000, Use (kg, approx.) in Germany (2009): >50000, exact) in Germany (2009): 50914, Use (kg) in USA (2002): 82500, Consumption (g per capita) in Switzerland (2009): 0.13, Consumption (g per capita, approx.) in Germany (2009): 0.61, exact) in Germany (2009): 0.62, Consumption (g per capita) in the USA (2002): 0.29, Excretion rate: 1, Calculated removal (%): 8.8, For the treatment of high blood pressure and management of edema., Use Classification: Pharmaceuticals -> Animal Drugs -> Approved in Taiwan, Pharmaceuticals -> Cardiovascular system -> Diuretics -> Low-ceiling diuretics, thiazides -> Thiazides, plain, Methods of Manufacturing: Hydrochlorothiazide is synthesized by either the reaction of para-formaldehyde with 5-chloro-2, 4-disulfamoylaniline in nonaqueous media, or the reaction of formaldehyde with 6-chloro-7-sulfamoyl-2H-1, 2, 4-benzothiadiazine-1, 1-dioxide in aqueous alkaline solution., Chlorothiazide can be reduced electrolytically or with sodium borohydride or catalytically. ... 3-Chloro-4, 6-disulfamoylaniline can be cyclized with formaldehyde to give hydrochlorothiazide., Preparation: ... Jones, Novello, United States of America patent 3025292 (1962 to Merck & Co), de Stevens, Werner, United States of America patent 3163645 (1964 to Ciba), Klosa, German patent 1163332 (1964), J. S. Irons, T. M. Cook, United States of America patent 3164588 (1965 to Merck & Co)., Formulations, Preparations: Table: Hydrochlorothiazide Preparations [Table#4419], Table: Amiloride Hydrochloride and Hydrochlorothiazide Preparations [Table#4420], Table: Captopril and Hydrochlorothiazide Preparations [Table#4421], Table: Enalapril Maleate and Hydrochlorothiazide Preparations [Table#4422], For more Formulations, Preparations (Complete) data for Hydrochlorothiazide (10 total), please visit the HSDB record page., U.S. Production: (1976) PROBABLY GREATER THAN 1.36X10+6 GRAMS, (1978) PROBABLY GREATER THAN 1.82X10+6 GRAMS, U.S. Imports: (1976) 1.93X10+7 GRAMS (PRINCPL CUSTMS DISTS), (1978) 3.65X10+7 GRAMS (PRINCPL CUSTMS DISTS), General Manufacturing Information: 2H-1, 4-Benzothiadiazine-7-sulfonamide, 6-chloro-3, 4-dihydro-, 1, 1-dioxide: ACTIVE, Hydrochlorothiazide decomposes upon irradiation with near-UV light (lambda greater than 310 nm) both in methanol and aqueous solutions. In the photolysis the chlorine substituent is removed to be replaced by either--H or--OR from the solvent ROH. Hydrolysis of the thiadiazine ring is superimposed upon the dechlorination. The presence of oxygen inhibits the decomposition. The mechanism of the photolysis is suggested to involve cation radical formation which facilitates the hydrolysis step. 5-Chloro-2, 4-disulphonamido-aniline, the normal hydrolysis product from hydrochlorothiazide, is also susceptible to photolytic dechlorination by a similar mechanism..
Category: Organic Chemicals.
Independent reference data for 4-chloro-10,10-dioxo-10$l^{6}-thia-7,9-diazabicyclo[4.4.0]deca-1,3,5-t riene-3-sulfonamide (CAS 8049-49-8), compiled from public chemistry databases.
| CAS 号 | 8049-49-8 |
|---|---|
| PubChem CID | 3639 |
| 分子式 | C7H8ClN3O4S2 |
| IUPAC 名称 | 6-chloro-1,1-dioxo-3,4-dihydro-2H-1λ6,2,4-benzothiadiazine-7-sulfonamide |
| UNII（FDA） | 0J48LPH2TH |
| Molecular Weight | 297.7 |
|---|---|
| XLogP3 | -0.1 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 1 |
| Exact Mass | 296.9644758 |
| Monoisotopic Mass | 296.9644758 |
| Topological Polar Surface Area | 135 |
| Heavy Atom Count | 17 |
| Melting Point | 523 to 527 °F (NTP, 1992) |
|---|---|
| Melting Point | 266-268 |
| Melting Point | 273-275 °C |
| Melting Point | 274 °C |
| Solubility | 722 |
| Solubility | In water, 722 mg/L at 25 °C |
| Solubility | 0.722 mg/mL at 25 °C |
| Density | 1.693 g/cu cm |
| LogP | -0.07 |
| LogP | log Kow = -0.07 |
hydrochlorothiazide; 58-93-5; Esidrix; HCTZ; Hypothiazide; Vetidrex; Hidrotiazida; Idrotiazide; Megadiuril; Servithiazid; Newtolide; Oretic; Chlorosulthiadil; Aquarius; Esidrex; Dichlotiazid
| GHS 通报统计 | 1.5% (3 / 198) |
|---|
| GHS 通报统计 | 1.5% (3 / 198) |
|---|---|
| 已通报的危害声明 | H302 (63.1%), H317 (33.3%), H334 (33.3%), H372 (28.3%) |
4-氯-10,10-二氧代-10$l^{6}-thia-7,9-二氮杂双环[4.4.0]十-1,3,5-三烯-3-磺酰胺 · CAS 8049-49-8 · C7H8ClN3O4S2. UNII 0J48LPH2TH. Melting Point: 523 to 527 °F (NTP, 1992); Melting Point: 266-268; Melting Point: 273-275 °C.
Source: PubChem / Wikidata; the batch COA governs where values differ.
Supplier: Jinan Shenghe Chemical Co., Ltd.
中文页面: 4-氯-10,10-二氧代-10$l^{6}-thia-7,9-二氮杂双环[4.4.0]十-1,3,5-三烯-3-磺酰胺