シクロペンチアジド
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2016/04/05 15:41:55」(JST)
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Cyclopenthiazide
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Systematic (IUPAC) name |
6-chloro-3-(cyclopentylmethyl)-1,1-dioxo-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide
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Clinical data |
AHFS/Drugs.com |
International Drug Names |
Legal status |
Legal status |
- UK: POM (Prescription only)
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Identifiers |
CAS Number |
742-20-1 |
ATC code |
C03AA07 (WHO) |
PubChem |
CID 2904 |
IUPHAR/BPS |
7899 |
ChemSpider |
2801 |
UNII |
VX4S2N85F5 Y |
KEGG |
D02061 Y |
ChEMBL |
CHEMBL1373254 |
Chemical data |
Formula |
C13H18ClN3O4S2 |
Molar mass |
379.88 g/mol |
SMILES
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O=S(=O)(c1c(Cl)cc2c(c1)S(=O)(=O)NC(N2)CC3CCCC3)N
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InChI
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InChI=1S/C13H18ClN3O4S2/c14-9-6-10-12(7-11(9)22(15,18)19)23(20,21)17-13(16-10)5-8-3-1-2-4-8/h6-8,13,16-17H,1-5H2,(H2,15,18,19)
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Key:BKYKPTRYDKTTJY-UHFFFAOYSA-N
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(verify) |
Cyclopenthiazide (trade name Navidrex) is a thiazide diuretic used in the treatment of heart failure and hypertension.
Contents
- 1 Synthesis
- 2 Contraindications
- 3 See also
- 4 References
Synthesis
Cyclopenthiazide synthesis:
[1]
Contraindications
Thiazide diuretics increase the excretion of sodium and potassium ions and decrease the excretion of calcium ions and uric acid so they are contraindicated in patients with hyponatraemia, hypokalaemia, hypercalcaemia and hyperuricaemia. They are also contraindicated in patients with Addison's disease.
See also
- Cyclothiazide
- Hydrochlorothiazide
- Bendroflumethiazide
Symporter inhibitors
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Sodium chloride |
- thiazide: Bendroflumethiazide
- Chlorothiazide
- Cyclopenthiazide
- Cyclothiazide
- Hydrochlorothiazide
- Hydroflumethiazide
- Methyclothiazide
- Polythiazide
- Trichlormethiazide
other: Chlorthalidone
- Metolazone
|
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Sodium, potassium, chloride |
|
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Antihypertensives: diuretics (C03)
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Sulfonamides
(and etacrynic acid) |
CA inhibitors (at PT) |
|
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Loop (Na-K-Cl at AL) |
- Furosemide#
- Bumetanide
- Etacrynic acid
- Etozoline
- Muzolimine
- Piretanide
- Tienilic acid
- Torasemide
|
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Thiazides (Na-Cl at DCT,
Calcium-sparing) |
- Altizide
- Bendroflumethiazide
- Chlorothiazide
- Cyclopenthiazide
- Cyclothiazide
- Epitizide
- Hydrochlorothiazide#
- Hydroflumethiazide
- Mebutizide
- Methyclothiazide
- Polythiazide
- Trichlormethiazide
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|
Thiazide-likes (primarily DCT) |
- Quinethazone
- Clopamide
- Chlortalidone
- Mefruside
- Clofenamide
- Metolazone
- Meticrane
- Xipamide
- Indapamide
- Clorexolone
- Fenquizone
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|
|
Potassium-sparing (at CD) |
ESC blockers |
- Amiloride#
- Triamterene
- Benzamil
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Aldosterone antagonists |
- Spirolactones: Spironolactone#
- Eplerenone
- Potassium canrenoate
- Canrenone
- Non-steroidal: Finerenone
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Osmotic diuretics (PT, DL) |
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Vasopressin receptor inhibitors
(DCT and CD) |
- Vaptans: Conivaptan
- Mozavaptan
- Satavaptan
- Tolvaptan
- Others: Demeclocycline
- Lithium carbonate
|
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Other |
- Ethanol, Isopropanol, 2M2B
- mercurial diuretics (Chlormerodrin, Mersalyl, Meralluride)
- Theobromine
- Cicletanine
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|
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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|
References
- ^ Whitehead, C. W.; Traverso, J. J.; Sullivan, H. R.; Marshall, F. J. (1961). "Diuretics. V. 3,4-Dihydro-1,2,4-benzothiadiazine 1,1-Dioxides". The Journal of Organic Chemistry 26 (8): 2814. doi:10.1021/jo01066a046.
English Journal
- Blood pressure-lowering efficacy of monotherapy with thiazide diuretics for primary hypertension.
- Musini VM1, Nazer M, Bassett K, Wright JM.
- The Cochrane database of systematic reviews.Cochrane Database Syst Rev.2014 May 29;5:CD003824. doi: 10.1002/14651858.CD003824.pub2.
- BACKGROUND: Hypertension is a modifiable cardiovascular risk factor. Although it is established that low-dose thiazides reduce mortality as well as cardiovascular morbidity, the dose-related effect of thiazides in decreasing blood pressure has not been subject to a rigorous systematic review. It is
- PMID 24869750
- A cross-species analysis of a mouse model of breast cancer-specific osteolysis and human bone metastases using gene expression profiling.
- Sadanandam A1, Futakuchi M, Lyssiotis CA, Gibb WJ, Singh RK.
- BMC cancer.BMC Cancer.2011 Jul 20;11:304. doi: 10.1186/1471-2407-11-304.
- BACKGROUND: Breast cancer is the second leading cause of cancer-related death in women in the United States. During the advanced stages of disease, many breast cancer patients suffer from bone metastasis. These metastases are predominantly osteolytic and develop when tumor cells interact with bone.
- PMID 21774828
- Drug-induced pancreatitis: an update.
- Trivedi CD1, Pitchumoni CS.
- Journal of clinical gastroenterology.J Clin Gastroenterol.2005 Sep;39(8):709-16.
- BACKGROUND AND AIMS: Many frequently prescribed drugs are suspected to cause acute pancreatitis (AP). The goal of this paper is to bring to light the often occult but real problem of drug-induced pancreatitis (DIP).METHODS: We searched the National Library of Medicine/Pubmed for reported cases of DI
- PMID 16082282
Japanese Journal
- Drugs, including alcohol, that act as risk factors for cataract, and possible protection against cataract by aspilin-like analgesics and cyclopenthiazide
- 低ナトリウム食飼育ラットにおけるThiazide系利尿薬の尿酸排泄抑制作用
- 岩木 一巳,米谷 行男
- 日本薬理学雑誌 85(3), 119-127, 1985
- … 酸のfractional excretion値の低下に基づく尿酸の排泄抑制が発現し,2 mg/kgでは糸球体濾過率の低下に基づく尿酸の排泄抑制がこれに加味された.同様の尿酸排泄抑制作用は,hydrochlorothiazide(10 mg/kg, p.o.)およびcyclopenthiazide(0.5 mg/kg, p.o.)処置によっても発現した.いずれの薬物投与においてもヘマトクリット値は顕著に上昇し血漿カリウム濃度は低下した.ナトリウム摂取の制限下にtrichlormethiazideを連用したラットにおいては …
- NAID 130000761758
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