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药品详细

Bendroflumethiazide(苄氟噻嗪)

化学结构式图
中文名
苄氟噻嗪
英文名
Bendroflumethiazide
分子式
C15H14F3N3O4S2
化学名
3-benzyl-1,1-dioxo-6-(trifluoromethyl)-3,4-dihydro-2H-1$l^{6},2,4-benzothiadiazine-7-sulfonamide
分子量
Average: 421.415
Monoisotopic: 421.037781946
CAS号
73-48-3
ATC分类
C03A 未知
药物类型
small molecule
阶段
approved
商品名
同义名
基本介绍

A thiazide diuretic with actions and uses similar to those of hydrochlorothiazide. It has been used in the treatment of familial hyperkalemia, hypertension, edema, and urinary tract disorders. (From Martindale, The Extra Pharmacopoeia, 30th ed, p810)

生产厂家
  • Apothecon inc div bristol myers squibb
封装厂家
参考
Synthesis Reference Not Available
General Reference Not Available
剂型
规格
化合物类型
Type small molecule
Classes
  • Benzenesulfonamides
  • Sulfanilamides
Substructures
  • Sulfonyls
  • Halogen Derivatives
  • Benzene and Derivatives
  • Benzenesulfonamides
  • Aminals and Derivatives
  • Phenethylamines
  • Heterocyclic compounds
  • Aromatic compounds
  • Thiadiazines
  • Sulfanilamides
  • Sulfonamides
  • Anilines
适应症
药理
Indication For the treatment of high blood pressure and management of edema related to heart failure.
Pharmacodynamics Bendroflumethiazide, a thiazide diuretic, removes excess water from the body by increasing how often you urinate (pass water) and also widens the blood vessels which helps to reduce blood pressure. It inhibits 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.
Mechanism of action As a diuretic, bendroflumethiazide inhibits active chloride reabsorption at the early distal tubule via the Na-Cl cotransporter, resulting in an increase in the excretion of sodium, chloride, and water. Thiazides like bendroflumethiazide also inhibit sodium ion transport across the renal tubular epithelium through binding to the thiazide sensitive sodium-chloride transporter. This results in an increase in potassium excretion via the sodium-potassium exchange mechanism. The antihypertensive mechanism of bendroflumethiazide is less well understood although it may be mediated through its action on carbonic anhydrases in the smooth muscle or through its action on the large-conductance calcium-activated potassium (KCa) channel, also found in the smooth muscle.
Absorption Absorbed relatively rapidly after oral administration
Volume of distribution Not Available
Protein binding 96%
Metabolism
Not Available
Route of elimination Not Available
Half life 8.5 hours
Clearance Not Available
Toxicity Not Available
Affected organisms
  • Humans and other mammals
Pathways
Pathway Name SMPDB ID
Smp00090 Bendroflumethiazide Pathway SMP00090
理化性质
Properties
State solid
Experimental Properties
Property Value Source
melting point 221-223 °C PhysProp
water solubility 108 mg/L (at 25 °C) YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP 1.89 BERTHOD,A ET AL. (1999)
logS -3.59 ADME Research, USCD
pKa 8.5 SANGSTER (1994)
Predicted Properties
Property Value Source
water solubility 2.14e-01 g/l ALOGPS
logP 1.83 ALOGPS
logP 1.7 ChemAxon
logS -3.3 ALOGPS
pKa (strongest acidic) 9.04 ChemAxon
pKa (strongest basic) -3.1 ChemAxon
physiological charge 0 ChemAxon
hydrogen acceptor count 5 ChemAxon
hydrogen donor count 3 ChemAxon
polar surface area 118.36 ChemAxon
rotatable bond count 4 ChemAxon
refractivity 93.68 ChemAxon
polarizability 36.92 ChemAxon
药物相互作用
Drug Interaction
Deslanoside Possible electrolyte variations and arrhythmias
Diazoxide Significant hyperglycemic effect
Digitoxin Possible electrolyte variations and arrhythmias
Digoxin Possible electrolyte variations and arrhythmias
Dofetilide Increased risk of cardiotoxicity and arrhythmias
Lithium The thiazide diuretic, bendroflumethiazide, may increase serum levels of lithium.
Trandolapril The thiazide diuretic, Bendroflumethiazide, may increase the hypotensive effect of Trandolapril. Bendroflumethiazide may also increase the nephrotoxicity of Trandolapril. Monitor for postural hypotension at initiation of concomitant therapy and renal dysfunction during chronic therapy.
Treprostinil Additive hypotensive effect. Monitor antihypertensive therapy during concomitant use.
食物相互作用
  • Take with food to increase bioavailability.

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