135-07-9

135-07-9 structure

Name: Methyclothiazide
Chemical Name: 6-chloro-3-(chloromethyl)-2-methyl-1,1-dioxo-3,4-dihydro-1λ6,2,4-benzothiadiazine-7-sulfonamide
CAS Number: 135-07-9
Molecular Formula: C₉H₁₁Cl₂N₃O₄S₂
Molecular Weight: 360.237
Catalog: API Urinary system medication Diuretic
Create Date: 2018-06-18 13:32:24
Modify Date: 2026-07-03 07:19:40
Methyclothiazide is an orally active antihypertensive agent and a diuretic agent. Methyclothiazide leads to a reduction of the vascular response to the action of endogenous vasoconstricting stimuli, such as Norepinephrine (HY-13715). Methyclothiazide is against voltage-dependent Ca-channel (VDCC) activity in vitro[1][2][3].

Name	6-chloro-3-(chloromethyl)-2-methyl-1,1-dioxo-3,4-dihydro-1λ6,2,4-benzothiadiazine-7-sulfonamide
Synonyms	6-chloro-3-(chloromethyl)-3,4-dihydro-2-methyl-2h-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide duretic methyl chlothiazide METHYCLOTHIAZIDE Enduronum Enduron UNII:L3H46UAC61 2-methyl-,1,1-dioxide methylcyclothiazide methylclothiazide Aquaresen 6-chloro-3-(chloromethyl)-3,4-dihydro-2-methyl-2h-1,2,4-benzothiadiazine-7-sul Methyclothiazide, 10 mM in DMSO 6-chloro-3-chloromethyl-3,4-dihydro-2-methyl-7-sulfamoyl-1,2,4-benzothiadiazin methycyclothiazide 6-Chloro-3-(chloromethyl)-2-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide ciba7272-su 6-chloro-3-(chloromethyl)-1,1-diketo-2-methyl-3,4-dihydrobenzo[e][1,2,4]thiadiazine-7-sulfonamide Duretic aquatensen enduronum Methyclothiazide //BP Methycyclothiazide Cbonic Anhydrase,Methyclothiazide,stroke,het attack,thiazide diuretics,Inhibitor,inhibit,edema,blood,high,pressure,Cbonate dehydratase 6-chloro-3-(chloromethyl)-3,4-dihydro-2-methyl-2H-1,2,4-benzothiadiazine-7-sulfonamide-1,1-di-oxide 6-Chloro-3-chloromethyl-2-methyl-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide methylchlorothiazide Eutron nsc-110431 Aquatensen METHYLCLOTHIAZIDE naturon 2-methyl-3-chloromethylhydrochlorothiazide 6-chloro-3-chloromethyl-2-methyl-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine enduron methyclothiazide MFCD00242610 methyclothiazid EINECS 205-172-2 6-Chloro-3-chloromethyl-3,4-dihydro-2-methyl-7-sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide 6-Chloro-3-chloromethyl-3,4-dihydro-2-methyl-7-sulfamoyl-2H-1,2,4-benzothiadiazine 1,1-dioxide 6-chloro-3-(chlorométhyl)-2-méthyl-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide-1,1-dioxyde 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3-(chloromethyl)-3,4-dihydro-2-methyl-, 1,1-dioxide methychlothiazide 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3-(chloromethyl)-3,4-dihydro-2-methyl-, 1,1-dioxide (6CI, 7CI, 8CI, 9CI) 4-benzothiadiazine-7-sulfonamide,6-chloro-3-(chloromethyl)-3,4-dihydro-2h-2 Naturon Methyclothiazid 6-chloro-3-(chloromethyl)-2-methyl-1,1-dioxo-3,4-dihydrobenzo[e][1,2,4]thiadiazine-7-sulfonamide fonamide1,1-dioxide

Description	Methyclothiazide is an orally active antihypertensive agent and a diuretic agent. Methyclothiazide leads to a reduction of the vascular response to the action of endogenous vasoconstricting stimuli, such as Norepinephrine (HY-13715). Methyclothiazide is against voltage-dependent Ca-channel (VDCC) activity in vitro[1][2][3].
Related Catalog	Research Areas >> Cardiovascular Disease Signaling Pathways >> Metabolic Enzyme/Protease >> Carbonic Anhydrase Research Areas >> Metabolic Disease
Target	IC50: voltage-dependent Ca-channel (VDCC)
In Vitro	Methyclothiazide (0-100 μM) induces endothelium-dependent inhibition of the vasoconstrictor responses to NE and AVP only in aortas from SHR, and the maximal vasoconstrictive effect of Norepinephrine (HY-13715) and arginine vasopressin (AVP) is decreased by 59% and 32.3 %, respectively[1]. Methyclothiazide (0-100 μM) induces inhibitory effect on the contractile response to Norepinephrine (HY-13715) is abolished by N-nitro-L-arginine (NOLA) but not indomethacin[1]. Methyclothiazide (100 μM) affects the vascular responses to extracellular Ca2+ under high-K+ depolarizing conditions. It can reduce Ca2+ contracture in a high-K+, Ca2+-free solution. The maximal contracture is reduced by 90.4%[1].
References	[1]. Colas, B., et al., Mechanisms of methyclothiazide-induced inhibition of contractile responses in rat aorta. Eur J Pharmacol, 2000. 408(1): p. 63-7. [2]. Colas, B., et al., Direct vascular actions of methyclothiazide and indapamide in aorta of spontaneously hypertensive rats. Fundam Clin Pharmacol, 2000. 14(4): p. 363-8. [3]. Sasaki, S. and R.D. Bunag, Methyclothiazide attenuates salt-induced hypertension without affecting sympathetic responsiveness in Dahl rats. J Cardiovasc Pharmacol, 1983. 5(3): p. 378-83.

Density	1.6±0.1 g/cm3
Boiling Point	597.9±60.0 °C at 760 mmHg
Melting Point	223-225ºC
Molecular Formula	C₉H₁₁Cl₂N₃O₄S₂
Molecular Weight	360.237
Flash Point	315.4±32.9 °C
Exact Mass	358.956787
PSA	126.33000
LogP	1.76
Vapour Pressure	0.0±1.7 mmHg at 25°C
Index of Refraction	1.606
Storage condition	-20℃

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DK8575000

CHEMICAL NAME :: 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3-(chloromethyl)-3,4-dihydro-, 1,1-dioxide

CAS REGISTRY NUMBER :: 135-07-9

LAST UPDATED :: 199612

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C9-H11-Cl2-N3-O4-S2

MOLECULAR WEIGHT :: 360.25

WISWESSER LINE NOTATION :: T66 BSWN EM DHJ C1 D1G HG ISZW

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >4 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 870 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 400 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 140 mg/L

REFERENCE :: GMCRDC Gann Monograph on Cancer Research. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No. 11- 1971- Volume(issue)/page/year: 27,95,1981 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X9137 No. of Facilities: 54 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 859 (estimated) No. of Female Employees: 574 (estimated)

RIDADR	NONH for all modes of transport

121-30-2

135-07-9

Literature: Journal of the American Chemical Society, , vol. 82, p. 1132 - 1135

89813-56-9

135-07-9

Literature: Journal of the American Chemical Society, , vol. 82, p. 1132 - 1135

89813-57-0

135-07-9

Literature: Journal of the American Chemical Society, , vol. 82, p. 1132 - 1135

107-20-0

13659-98-8

135-07-9

Literature: Journal of the American Chemical Society, , vol. 82, p. 1132 - 1135

Precursor 3
121-30-2 $4-chloro-10-hydroxy-8,10-dioxo-10$l^{6}-thia-7,9-diazabicyclo[4.4.0]deca-2,4,6,10-tetraene-3-sulfonamide structure$ 89813-56-9 107-20-0
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