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Chlorothiazide

Chlorothiazide, sold under the brand name Diuril among others, is an organic compound used as a diuretic and as an antihypertensive.[1][2]

Chlorothiazide
Clinical data
Trade namesDiuril, others
AHFS/Drugs.comMonograph
MedlinePlusa682341
Routes of
administration
By mouth, IV
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailabilitylow
MetabolismNil
Elimination half-life45 to 120 minutes
ExcretionRenal
Identifiers
  • 6-chloro-1,1-dioxo-2H-1,2,4-benzothiadiazine-7-sulfonamide
CAS Number
  • 58-94-6 Y
PubChem CID
  • 2720
IUPHAR/BPS
  • 4835
DrugBank
  • DB00880 Y
ChemSpider
  • 2619 Y
UNII
  • 77W477J15H
KEGG
  • D00519 Y
ChEBI
  • CHEBI:3640 Y
ChEMBL
  • ChEMBL842 Y
CompTox Dashboard (EPA)
  • DTXSID0022800
ECHA InfoCard100.000.368
Chemical and physical data
FormulaC7H6ClN3O4S2
Molar mass295.71 g·mol−1
3D model (JSmol)
  • Interactive image
  • O=S(=O)(c1c(Cl)cc2c(c1)S(=O)(=O)/N=C\N2)N
  • InChI=1S/C7H6ClN3O4S2/c8-4-1-5-7(2-6(4)16(9,12)13)17(14,15)11-3-10-5/h1-3H,(H,10,11)(H2,9,12,13) Y
  • Key:JBMKAUGHUNFTOL-UHFFFAOYSA-N Y
  (verify)
Chlorothiazide
Names
Other names
6-Chloro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
Identifiers
  • 58-94-6
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:3640 Y
ChEMBL
  • ChEMBL842 Y
ChemSpider
  • 2619 Y
DrugBank
  • DB00880 Y
ECHA InfoCard 100.000.368
KEGG
  • D00519 Y
  • 2720
UNII
  • 77W477J15H Y
  • DTXSID0022800
  • InChI=1S/C7H6ClN3O4S2/c8-4-1-5-7(2-6(4)16(9,12)13)17(14,15)11-3-10-5/h1-3H,(H,10,11)(H2,9,12,13) Y
    Key: JBMKAUGHUNFTOL-UHFFFAOYSA-N Y
  • O=S(=O)(c1c(Cl)cc2c(c1)S(=O)(=O)/N=C\N2)N
Properties
Melting point 342.5–343 °C (648.5–649.4 °F; 615.6–616.1 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

It is used both within the hospital setting or for personal use to manage excess fluid associated with congestive heart failure. Most often taken in pill form, it is usually taken orally once or twice a day. In the ICU setting, chlorothiazide is given to diurese a patient in addition to furosemide (Lasix). Working in a separate mechanism from furosemide and absorbed enterically as a reconstituted suspension administered through a nasogastric tube (NG tube), the two drugs potentiate one another.

It was patented in 1956 and approved for medical use in 1958.[3] It is on the World Health Organization's List of Essential Medicines.[4]

Indications

Contraindications

Side effects

History

The research team of Merck Sharp and Dohme Research Laboratories of Beyer, Sprague, Baer, and Novello created a new series of medications, the thiazide diuretics, which includes chlorothiazide. They won an Albert Lasker Special Award in 1975 for this work.[6]

The structure has been determined by X-ray crystallography.[7]

See also

References

  1. ^ Ernst ME, Grimm J, Richard H (November 2008). "Thiazide diuretics: 50 years and beyond". Current Hypertension Reviews. 4 (4): 256–65. doi:10.2174/157340208786241264.
  2. ^ Duarte JD, Cooper-DeHoff RM (June 2010). "Mechanisms for blood pressure lowering and metabolic effects of thiazide and thiazide-like diuretics". Expert Review of Cardiovascular Therapy. 8 (6): 793–802. doi:10.1586/erc.10.27. PMC 2904515. PMID 20528637.
  3. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 456. ISBN 9783527607495.
  4. ^ World Health Organization (2021). World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. hdl:10665/345533. WHO/MHP/HPS/EML/2021.02.
  5. ^ a b "Diuril (Chlorothiazide): Side Effects, Interactions, Warning, Dosage & Uses". RxList. Retrieved 2019-10-07.
  6. ^ "Historical Awards - The Lasker Foundation". The Lasker Foundation.
  7. ^ Johnston A, Bardin J, Johnston BF, Fernandes P, Kennedy AR, Price SL, Florence AJ (2011). "Experimental and Predicted Crystal Energy Landscapes of Chlorothiazide". Crystal Growth & Design. 11 (2): 405–413. doi:10.1021/cg1010049.

chlorothiazide, sold, under, brand, name, diuril, among, others, organic, compound, used, diuretic, antihypertensive, clinical, datatrade, namesdiuril, othersahfs, drugs, commonographmedlineplusa682341routes, ofadministrationby, mouth, ivatc, codec03aa04, lega. Chlorothiazide sold under the brand name Diuril among others is an organic compound used as a diuretic and as an antihypertensive 1 2 ChlorothiazideClinical dataTrade namesDiuril othersAHFS Drugs comMonographMedlinePlusa682341Routes ofadministrationBy mouth IVATC codeC03AA04 WHO Legal statusLegal statusUS onlyPharmacokinetic dataBioavailabilitylowMetabolismNilElimination half life45 to 120 minutesExcretionRenalIdentifiersIUPAC name 6 chloro 1 1 dioxo 2H 1 2 4 benzothiadiazine 7 sulfonamideCAS Number58 94 6 YPubChem CID2720IUPHAR BPS4835DrugBankDB00880 YChemSpider2619 YUNII77W477J15HKEGGD00519 YChEBICHEBI 3640 YChEMBLChEMBL842 YCompTox Dashboard EPA DTXSID0022800ECHA InfoCard100 000 368Chemical and physical dataFormulaC 7H 6Cl N 3O 4S 2Molar mass295 71 g mol 13D model JSmol Interactive imageSMILES O S O c1c Cl cc2c c1 S O O N C N2 NInChI InChI 1S C7H6ClN3O4S2 c8 4 1 5 7 2 6 4 16 9 12 13 17 14 15 11 3 10 5 h1 3H H 10 11 H2 9 12 13 YKey JBMKAUGHUNFTOL UHFFFAOYSA N Y verify Chlorothiazide NamesOther names 6 Chloro 2H 1 2 4 benzothiadiazine 7 sulfonamide 1 1 dioxideIdentifiersCAS Number 58 94 63D model JSmol Interactive imageChEBI CHEBI 3640 YChEMBL ChEMBL842 YChemSpider 2619 YDrugBank DB00880 YECHA InfoCard 100 000 368KEGG D00519 YPubChem CID 2720UNII 77W477J15H YCompTox Dashboard EPA DTXSID0022800InChI InChI 1S C7H6ClN3O4S2 c8 4 1 5 7 2 6 4 16 9 12 13 17 14 15 11 3 10 5 h1 3H H 10 11 H2 9 12 13 YKey JBMKAUGHUNFTOL UHFFFAOYSA N YSMILES O S O c1c Cl cc2c c1 S O O N C N2 NPropertiesMelting point 342 5 343 C 648 5 649 4 F 615 6 616 1 K Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references It is used both within the hospital setting or for personal use to manage excess fluid associated with congestive heart failure Most often taken in pill form it is usually taken orally once or twice a day In the ICU setting chlorothiazide is given to diurese a patient in addition to furosemide Lasix Working in a separate mechanism from furosemide and absorbed enterically as a reconstituted suspension administered through a nasogastric tube NG tube the two drugs potentiate one another It was patented in 1956 and approved for medical use in 1958 3 It is on the World Health Organization s List of Essential Medicines 4 Contents 1 Indications 2 Contraindications 3 Side effects 4 History 5 See also 6 ReferencesIndications EditLarge amount of excess fluid including Heart failure Peripheral edema HypertensionContraindications EditAnuria 5 Allergies to sulfa drugs 5 Side effects EditNausea Vomiting Headache Dizziness Excess urine production Dehydration Hypoelectrolytemia esp hypokalemia hypomagnesia History EditThe research team of Merck Sharp and Dohme Research Laboratories of Beyer Sprague Baer and Novello created a new series of medications the thiazide diuretics which includes chlorothiazide They won an Albert Lasker Special Award in 1975 for this work 6 The structure has been determined by X ray crystallography 7 See also EditHydrochlorothiazideReferences Edit Ernst ME Grimm J Richard H November 2008 Thiazide diuretics 50 years and beyond Current Hypertension Reviews 4 4 256 65 doi 10 2174 157340208786241264 Duarte JD Cooper DeHoff RM June 2010 Mechanisms for blood pressure lowering and metabolic effects of thiazide and thiazide like diuretics Expert Review of Cardiovascular Therapy 8 6 793 802 doi 10 1586 erc 10 27 PMC 2904515 PMID 20528637 Fischer J Ganellin CR 2006 Analogue based Drug Discovery John Wiley amp Sons p 456 ISBN 9783527607495 World Health Organization 2021 World Health Organization model list of essential medicines 22nd list 2021 Geneva World Health Organization hdl 10665 345533 WHO MHP HPS EML 2021 02 a b Diuril Chlorothiazide Side Effects Interactions Warning Dosage amp Uses RxList Retrieved 2019 10 07 Historical Awards The Lasker Foundation The Lasker Foundation Johnston A Bardin J Johnston BF Fernandes P Kennedy AR Price SL Florence AJ 2011 Experimental and Predicted Crystal Energy Landscapes of Chlorothiazide Crystal Growth amp Design 11 2 405 413 doi 10 1021 cg1010049 Retrieved from https en wikipedia org w index php title Chlorothiazide amp oldid 1121639848, wikipedia, wiki, book, books, library,

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