6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1λ6,2,4-benzothiadiazine-7-sulfonamide

• ChemBase编号: 894
• 分子式: C8H8Cl3N3O4S2
• 平均质量: 380.65582
• 单一同位素质量: 378.90218079
• SMILES: ClC(Cl)C1NS(=O)(=O)c2c(N1)cc(Cl)c(S(=O)(=O)N)c2
• Canonical SMILES: ClC(C1Nc2cc(Cl)c(cc2S(=O)(=O)N1)S(=O)(=O)N)Cl
• InChI: InChI=1S/C8H8Cl3N3O4S2/c9-3-1-4-6(2-5(3)19(12,15)16)20(17,18)14-8(13-4)7(10)11/h1-2,7-8,13-14H,(H2,12,15,16)
• InChIKey: LMJSLTNSBFUCMU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1λ^6,2,4-benzothiadiazine-7-sulfonamide; 6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1$l^{6},2,4-benzothiadiazine-7-sulfonamide
• IUPAC传统名: trichlormethiazide; aquazide
• 商标名: Achletin; Anatran; Anistadin; Aponorin; Carvacron; Chlopolidine; Cretonin; Diu-Hydrin; Diurazida; Diurese; Diuroral; Esmarin; Eurinol; Fluitran; Flurese; Flutra; Gangesol; Hydrotrichlorothiazide; Intromene; Isestran; Kubacron; Metahydrin; Metatensin; Nakva; Naqua; Naquasone; Salurin; Schebitran; Tachionin; Tolcasone; Trichlorex; Trichlormas; Trichlormetazid; Trichlormethiazid; Trichlormethiazide W/ Reserpine; Trichloromethiadiazide; Trichloromethiazide; Triclordiuride; Triclormetiazide; Triflumen
• 别名: Trichlormethiazide; Trichlormethiazide; 6-Chloro-3-[dichloromethyl]-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide-1,1-dioxide; TRICHLOROMETHIAZIDE; Achletin; Diu-Hydrin; Triflumen; Trichlormethiazide (Achletin)

登记号

• CAS号: 133-67-5
• EC号: 205-118-8
• MDL号: MFCD00057315
• PubChem SID: 46508880; 24899924; 160964357
• PubChem CID: 5560

理论计算性质

JChem

• Acid pKa: 8.32218
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): 0.97276896
• LogD (pH = 7.4): 0.9297084
• Log P: 0.97334945
• 摩尔折射率: 77.4351 cm^3
• 极化性: 31.037252 Å^3
• 极化表面积: 118.36 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.86
• LOG S: -2.96
• 溶解度: 4.15e-01 g/l

分子性质

理化性质

• 溶解度: 0.8 mg/mL at 25 oC [MERCK (1989)]
• 熔点: 273-276°C
• 疏水性(logP): 0.7

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: DK8925000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 2
• 危险公开号: 42/43
• 安全公开号: 36
• GHS危险品标识: GHS08
• GHS警示词: Danger
• GHS危险声明: H317-H334
• GHS警示性声明: P261-P280-P342 + P311
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

药理学性质

• 作用靶点: Others

产品相关信息

• 成盐信息: Free Base

详细说明

MP Biomedicals - 02190020

White crystalline powder

DrugBank - DB01021

• Drug Groups: approved
• Description: A thiazide diuretic with properties similar to those of hydrochlorothiazide. (From Martindale, The Extra Pharmacopoeia, 30th ed, p830)
• Indication: Used in the treatment of oedema (including that associated with heart failure) and hypertension.
• Pharmacology: Trichloromethiazide is indicated as adjunctive therapy in edema associated with congestive heart failure, hepatic cirrhosis, and corticosteroid and estrogen therapy. Trichloromethiazide has also been found useful in edema due to various forms of renal dysfunction such as nephrotic syndrome, acute glomer-ulonephritis, and chronic renal failure. Trichloromethiazide is also indicated in the management of hypertension either as the sole therapeutic agent or to enhance the effectiveness of other antihypertensive drugs in the more severe forms of hypertension. Like other thiazides, Trichloromethiazide promotes water loss from the body (diuretics). They inhibit Na^+/Cl^- reabsorption from the distal convoluted tubules in the kidneys. Thiazides also cause loss of potassium and an increase in serum uric acid. Thiazides are often used to treat hypertension, but their hypotensive effects are not necessarily due to their diuretic activity. Thiazides have been shown to prevent hypertension-related morbidity and mortality although the mechanism is not fully understood. Thiazides cause vasodilation by activating calcium-activated potassium channels (large conductance) in vascular smooth muscles and inhibiting various carbonic anhydrases in vascular tissue.
• Toxicity: Oral Rat LD₅₀ = 5600 mg/kg, oral Mouse LD₅₀ = 2600 mg/kg
• Affected Organisms: Humans and other mammals

Sigma Aldrich - T1016

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. T1016.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.