133-67-5,MFCD00057315
Catalog No.:AA003UXO

133-67-5 | 6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1$l^{6},2,4-benzothiadiazine-7-sulfonamide

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Purity
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1mg
98%
in stock  
$7.00   $5.00
- +
250mg
98%
in stock  
$10.00   $7.00
- +
1g
98%
in stock  
$21.00   $15.00
- +
5g
98%
in stock  
$52.00   $37.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA003UXO
Chemical Name:
6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1$l^{6},2,4-benzothiadiazine-7-sulfonamide
CAS Number:
133-67-5
Molecular Formula:
C8H8Cl3N3O4S2
Molecular Weight:
380.6558
MDL Number:
MFCD00057315
SMILES:
ClC(C1Nc2cc(Cl)c(cc2S(=O)(=O)N1)S(=O)(=O)N)Cl
Properties
Properties
 
BP:
631.3°C at 760 mmHg  
Form:
Solid  
MP:
>256°C (dec.)  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
571  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0  
Rotatable Bond Count:
2  
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0  
XLogP3:
0.6  

Literature

Title: Molecular determinants of ligand selectivity for the human multidrug and toxin extruder proteins MATE1 and MATE2-K.

Journal: The Journal of pharmacology and experimental therapeutics 20120601

Title: Endothelin 1 activation of endothelin A receptor/NADPH oxidase pathway and diminished antioxidants critically contribute to endothelial progenitor cell reduction and dysfunction in salt-sensitive hypertension.

Journal: Hypertension (Dallas, Tex. : 1979) 20120501

Title: A novel compound heterozygous mutation of Gitelman's syndrome in Japan, as diagnosed by an extraordinary response of the fractional excretion rate of chloride in the trichlormethiazide loading test.

Journal: Internal medicine (Tokyo, Japan) 20120101

Title: Adverse effect profile of trichlormethiazide: a retrospective observational study.

Journal: Cardiovascular diabetology 20110101

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Combination therapy of calcium channel blocker and angiotensin II receptor blocker reduces augmentation index in hypertensive patients.

Journal: The American journal of the medical sciences 20100501

Title: Piracetam defines a new binding site for allosteric modulators of alpha-amino-3-hydroxy-5-methyl-4-isoxazole-propionic acid (AMPA) receptors.

Journal: Journal of medicinal chemistry 20100311

Title: Antioxidative effects of thiazide diuretics in refractory hypertensive patients. A randomized crossover trial of chlortalidone and trichlormethiazide.

Journal: Arzneimittel-Forschung 20100101

Title: Evaluation of arterial stiffness in morning hypertension under high-dose valsartan compared to valsartan plus low-dose diuretic.

Journal: Hypertension research : official journal of the Japanese Society of Hypertension 20091201

Title: Effect of pharmaceutical excipients on the stability of trichlormethiazide tablets under humid conditions.

Journal: Chemical & pharmaceutical bulletin 20091201

Title: Angiotensin-II receptor antagonist combined with calcium channel blocker or diuretic for essential hypertension.

Journal: Hypertension research : official journal of the Japanese Society of Hypertension 20091101

Title: Comparison of effects of low dose of spironolactone and a thiazide diuretic in patients with hypertension treated with an angiotensin-converting enzyme inhibitor or an angiotensin type 1 receptor blocker.

Journal: Clinical and experimental hypertension (New York, N.Y. : 1993) 20091101

Title: Salt-losing nephrogenic diabetes insipidus caused by fetal exposure to angiotensin receptor blocker.

Journal: Pediatric nephrology (Berlin, Germany) 20090601

Title: Carbonic anhydrase inhibitors. Comparison of chlorthalidone, indapamide, trichloromethiazide, and furosemide X-ray crystal structures in adducts with isozyme II, when several water molecules make the difference.

Journal: Bioorganic & medicinal chemistry 20090201

Title: Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.

Journal: Journal of medicinal chemistry 20081113

Title: Effects of an ARB on endothelial progenitor cell function and cardiovascular oxidation in hypertension.

Journal: American journal of hypertension 20080101

Title: TARP auxiliary subunits switch AMPA receptor antagonists into partial agonists.

Journal: Science (New York, N.Y.) 20071102

Title: Carbonic anhydrase inhibitors: inhibition of human, bacterial, and archaeal isozymes with benzene-1,3-disulfonamides--solution and crystallographic studies.

Journal: Bioorganic & medicinal chemistry letters 20070801

Title: Targeting AMPA receptor gating processes with allosteric modulators and mutations.

Journal: Biophysical journal 20070401

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Angiotensin II type 1 receptor blockers reduce urinary oxidative stress markers in hypertensive diabetic nephropathy.

Journal: Hypertension (Dallas, Tex. : 1979) 20060401

Title: Thiazide diuretics enhance nocturnal blood pressure fall and reduce proteinuria in immunoglobulin A nephropathy treated with angiotensin II modulators.

Journal: Journal of hypertension 20050401

Title: Clinical characteristics of eight patients with congenital nephrogenic diabetes insipidus.

Journal: Endocrine 20040601

Title: Change in the circadian rhythm of blood pressure in pseudo-hypoaldosteronism type 2 in response to thiazide diuretics.

Journal: Clinical nephrology 20040501

Title: Upregulation of ligand, receptor system, and amidating activity of adrenomedullin in left ventricular hypertrophy of severely hypertensive rats: effects of angiotensin-converting enzyme inhibitors and diuretic.

Journal: Journal of hypertension 20030601

Title: A case of exercise-induced acute renal failure in a patient with idiopathic renal hypouricemia developed during antihypertensive therapy with losartan and trichlormethiazide.

Journal: Hypertension research : official journal of the Japanese Society of Hypertension 20030601

Title: Successful treatment of partial nephrogenic diabetes insipidus with thiazide and desmopressin.

Journal: Hormone research 20030101

Title: [Simultaneous analysis of four diuretic drugs by HPLC and its application to health food supplements advertising weight reduction].

Journal: Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan 20020401

Title: Influence of the angiotensin II receptor antagonist losartan on diuretic-induced metabolic effects in elderly hypertensive patients: comparison with a calcium channel blocker.

Journal: International journal of clinical pharmacology and therapeutics 20011001

Title: Characterization of the antihypertensive effect of a thiazide diuretic in angiotensin II-induced hypertension.

Journal: Journal of hypertension 20010901

Title: Tolerability and safety of a calcium channel blocker in comparison with a diuretic in the treatment of elderly patients with hypertension: secondary analysis of the NICS-EH.

Journal: Hypertension research : official journal of the Japanese Society of Hypertension 20010901

Title: ElogD(oct): a tool for lipophilicity determination in drug discovery. 2. Basic and neutral compounds.

Journal: Journal of medicinal chemistry 20010719

Title: Functional comparison of the K+-Cl- cotransporters KCC1 and KCC4.

Journal: The Journal of biological chemistry 20000929

Title: Inhibition of human thiopurine methyltransferase by furosemide, bendroflumethiazide and trichlormethiazide.

Journal: European journal of clinical pharmacology 19960101

Title: Protective effects of KW-3902, a novel adenosine A1-receptor antagonist, against gentamicin-induced acute renal failure in rats.

Journal: Japanese journal of pharmacology 19940601

Title: Effects of KW-3902, a novel adenosine A1-receptor antagonist, on cephaloridine-induced acute renal failure in rats.

Journal: Japanese journal of pharmacology 19940101

Title: Renal arteriolar diameters in spontaneously hypertensive rats. Vascular cast study.

Journal: Hypertension (Dallas, Tex. : 1979) 19910701

Title: [Long-term effect of 1 alpha-hydroxyvitamin D, calcium and thiazide administration on glucocorticoid-induced osteoporosis].

Journal: Nihon Naibunpi Gakkai zasshi 19890620

Title: Vasodilator effect of indapamide in dog mesenteric vasculature.

Journal: Japanese journal of pharmacology 19851101

Title: Depression after treatment with thiazide diuretics for hypertension.

Journal: The American journal of psychiatry 19850901

Title: Sinus arrest following diuretic therapy in a patient with myxedema and hypertension.

Journal: Cardiology 19750101

Title: K Yao, et al. Diuretic effects of KW-3902, a novel adenosine A1-receptor antagonist, in various models of acute renal failure in rats. Jpn J Pharmacol. 1994 Apr;64(4):281-8.

Title: J R Ballew, et al. Characterization of the antihypertensive effect of a thiazide diuretic in angiotensin II-induced hypertension. J Hypertens. 2001 Sep;19(9):1601-6.

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SDS
Tags:133-67-5 Molecular Formula|133-67-5 MDL|133-67-5 SMILES|133-67-5 6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1$l^{6},2,4-benzothiadiazine-7-sulfonamide
Catalog No.: AA003UXO
133-67-5,MFCD00057315
133-67-5 | 6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1$l^{6},2,4-benzothiadiazine-7-sulfonamide
Pack Size: 1mg
Purity: 98%
in stock
$7.00 $5.00
Pack Size: 250mg
Purity: 98%
in stock
$10.00 $7.00
Pack Size: 1g
Purity: 98%
in stock
$21.00 $15.00
Pack Size: 5g
Purity: 98%
in stock
$52.00 $37.00
Quantity
- +
Add to Card
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bulk Quotation Request
Technical Information
Catalog Number: AA003UXO
Chemical Name: 6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1$l^{6},2,4-benzothiadiazine-7-sulfonamide
CAS Number: 133-67-5
Molecular Formula: C8H8Cl3N3O4S2
Molecular Weight: 380.6558
MDL Number: MFCD00057315
SMILES: ClC(C1Nc2cc(Cl)c(cc2S(=O)(=O)N1)S(=O)(=O)N)Cl
Properties
BP: 631.3°C at 760 mmHg  
Form: Solid  
MP: >256°C (dec.)  
Storage: Inert atmosphere;Room Temperature;  
Complexity: 571  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 20  
Hydrogen Bond Acceptor Count: 7  
Hydrogen Bond Donor Count: 3  
Isotope Atom Count: 0  
Rotatable Bond Count: 2  
Undefined Atom Stereocenter Count: 1  
Undefined Bond Stereocenter Count: 0  
XLogP3: 0.6  
Literature fold

Title: Molecular determinants of ligand selectivity for the human multidrug and toxin extruder proteins MATE1 and MATE2-K.

Journal: The Journal of pharmacology and experimental therapeutics20120601

Title: Endothelin 1 activation of endothelin A receptor/NADPH oxidase pathway and diminished antioxidants critically contribute to endothelial progenitor cell reduction and dysfunction in salt-sensitive hypertension.

Journal: Hypertension (Dallas, Tex. : 1979)20120501

Title: A novel compound heterozygous mutation of Gitelman's syndrome in Japan, as diagnosed by an extraordinary response of the fractional excretion rate of chloride in the trichlormethiazide loading test.

Journal: Internal medicine (Tokyo, Japan)20120101

Title: Adverse effect profile of trichlormethiazide: a retrospective observational study.

Journal: Cardiovascular diabetology20110101

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters20101101

Title: Combination therapy of calcium channel blocker and angiotensin II receptor blocker reduces augmentation index in hypertensive patients.

Journal: The American journal of the medical sciences20100501

Title: Piracetam defines a new binding site for allosteric modulators of alpha-amino-3-hydroxy-5-methyl-4-isoxazole-propionic acid (AMPA) receptors.

Journal: Journal of medicinal chemistry20100311

Title: Antioxidative effects of thiazide diuretics in refractory hypertensive patients. A randomized crossover trial of chlortalidone and trichlormethiazide.

Journal: Arzneimittel-Forschung20100101

Title: Evaluation of arterial stiffness in morning hypertension under high-dose valsartan compared to valsartan plus low-dose diuretic.

Journal: Hypertension research : official journal of the Japanese Society of Hypertension20091201

Title: Effect of pharmaceutical excipients on the stability of trichlormethiazide tablets under humid conditions.

Journal: Chemical & pharmaceutical bulletin20091201

Title: Angiotensin-II receptor antagonist combined with calcium channel blocker or diuretic for essential hypertension.

Journal: Hypertension research : official journal of the Japanese Society of Hypertension20091101

Title: Comparison of effects of low dose of spironolactone and a thiazide diuretic in patients with hypertension treated with an angiotensin-converting enzyme inhibitor or an angiotensin type 1 receptor blocker.

Journal: Clinical and experimental hypertension (New York, N.Y. : 1993)20091101

Title: Salt-losing nephrogenic diabetes insipidus caused by fetal exposure to angiotensin receptor blocker.

Journal: Pediatric nephrology (Berlin, Germany)20090601

Title: Carbonic anhydrase inhibitors. Comparison of chlorthalidone, indapamide, trichloromethiazide, and furosemide X-ray crystal structures in adducts with isozyme II, when several water molecules make the difference.

Journal: Bioorganic & medicinal chemistry20090201

Title: Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.

Journal: Journal of medicinal chemistry20081113

Title: Effects of an ARB on endothelial progenitor cell function and cardiovascular oxidation in hypertension.

Journal: American journal of hypertension20080101

Title: TARP auxiliary subunits switch AMPA receptor antagonists into partial agonists.

Journal: Science (New York, N.Y.)20071102

Title: Carbonic anhydrase inhibitors: inhibition of human, bacterial, and archaeal isozymes with benzene-1,3-disulfonamides--solution and crystallographic studies.

Journal: Bioorganic & medicinal chemistry letters20070801

Title: Targeting AMPA receptor gating processes with allosteric modulators and mutations.

Journal: Biophysical journal20070401

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology20060501

Title: Angiotensin II type 1 receptor blockers reduce urinary oxidative stress markers in hypertensive diabetic nephropathy.

Journal: Hypertension (Dallas, Tex. : 1979)20060401

Title: Thiazide diuretics enhance nocturnal blood pressure fall and reduce proteinuria in immunoglobulin A nephropathy treated with angiotensin II modulators.

Journal: Journal of hypertension20050401

Title: Clinical characteristics of eight patients with congenital nephrogenic diabetes insipidus.

Journal: Endocrine20040601

Title: Change in the circadian rhythm of blood pressure in pseudo-hypoaldosteronism type 2 in response to thiazide diuretics.

Journal: Clinical nephrology20040501

Title: Upregulation of ligand, receptor system, and amidating activity of adrenomedullin in left ventricular hypertrophy of severely hypertensive rats: effects of angiotensin-converting enzyme inhibitors and diuretic.

Journal: Journal of hypertension20030601

Title: A case of exercise-induced acute renal failure in a patient with idiopathic renal hypouricemia developed during antihypertensive therapy with losartan and trichlormethiazide.

Journal: Hypertension research : official journal of the Japanese Society of Hypertension20030601

Title: Successful treatment of partial nephrogenic diabetes insipidus with thiazide and desmopressin.

Journal: Hormone research20030101

Title: [Simultaneous analysis of four diuretic drugs by HPLC and its application to health food supplements advertising weight reduction].

Journal: Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan20020401

Title: Influence of the angiotensin II receptor antagonist losartan on diuretic-induced metabolic effects in elderly hypertensive patients: comparison with a calcium channel blocker.

Journal: International journal of clinical pharmacology and therapeutics20011001

Title: Characterization of the antihypertensive effect of a thiazide diuretic in angiotensin II-induced hypertension.

Journal: Journal of hypertension20010901

Title: Tolerability and safety of a calcium channel blocker in comparison with a diuretic in the treatment of elderly patients with hypertension: secondary analysis of the NICS-EH.

Journal: Hypertension research : official journal of the Japanese Society of Hypertension20010901

Title: ElogD(oct): a tool for lipophilicity determination in drug discovery. 2. Basic and neutral compounds.

Journal: Journal of medicinal chemistry20010719

Title: Functional comparison of the K+-Cl- cotransporters KCC1 and KCC4.

Journal: The Journal of biological chemistry20000929

Title: Inhibition of human thiopurine methyltransferase by furosemide, bendroflumethiazide and trichlormethiazide.

Journal: European journal of clinical pharmacology19960101

Title: Protective effects of KW-3902, a novel adenosine A1-receptor antagonist, against gentamicin-induced acute renal failure in rats.

Journal: Japanese journal of pharmacology19940601

Title: Effects of KW-3902, a novel adenosine A1-receptor antagonist, on cephaloridine-induced acute renal failure in rats.

Journal: Japanese journal of pharmacology19940101

Title: Renal arteriolar diameters in spontaneously hypertensive rats. Vascular cast study.

Journal: Hypertension (Dallas, Tex. : 1979)19910701

Title: [Long-term effect of 1 alpha-hydroxyvitamin D, calcium and thiazide administration on glucocorticoid-induced osteoporosis].

Journal: Nihon Naibunpi Gakkai zasshi19890620

Title: Vasodilator effect of indapamide in dog mesenteric vasculature.

Journal: Japanese journal of pharmacology19851101

Title: Depression after treatment with thiazide diuretics for hypertension.

Journal: The American journal of psychiatry19850901

Title: Sinus arrest following diuretic therapy in a patient with myxedema and hypertension.

Journal: Cardiology19750101

Title: K Yao, et al. Diuretic effects of KW-3902, a novel adenosine A1-receptor antagonist, in various models of acute renal failure in rats. Jpn J Pharmacol. 1994 Apr;64(4):281-8.

Title: J R Ballew, et al. Characterization of the antihypertensive effect of a thiazide diuretic in angiotensin II-induced hypertension. J Hypertens. 2001 Sep;19(9):1601-6.

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