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Hydrochlorothiazide

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Identification
Molecular formula
C7H8Cl3N3O4S2
CAS number
58-93-5
IUPAC name
6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide
State
State

Solid at room temperature.

Melting point (Celsius)
273.00
Melting point (Kelvin)
546.15
Boiling point (Celsius)
340.00
Boiling point (Kelvin)
613.15
General information
Molecular weight
297.74g/mol
Molar mass
297.7380g/mol
Density
1.7100g/cm3
Appearence

Hydrochlorothiazide is typically a white to off-white crystalline powder that is odorless and has a bitter taste.

Comment on solubility

Solubility Insights for 6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide

The solubility of the compound 6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide (C7H8Cl3N3O4S2) is influenced by multiple factors due to its complex structure. Here are some key points to consider:

  • Polarity: The presence of multiple chlorines and a sulfonamide group suggests a degree of polarity, affecting solubility in various solvents.
  • Solvent Compatibility: This compound may have moderate solubility in polar solvents such as water and methanol, but limited solubility in non-polar solvents like hexane.
  • Hydrogen Bonding: The sulfonamide functional group likely facilitates hydrogen bonding with water molecules, potentially enhancing solubility in aqueous environments.
  • pH Sensitivity: The solubility can also be pH-dependent, as alterations in pH may ionize the sulfonamide, increasing its solubility.

It is essential to remember that the solubility of a compound can significantly affect its bioavailability and environmental behavior. As chemists, we often say that "like dissolves like," emphasizing the importance of polarity in solubility behaviors. Thus, understanding the solubility characteristics of 6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide is crucial for effective applications in pharmaceuticals and analytical chemistry.

Interesting facts

Interesting Facts about 6-Chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide

This unique compound is an intriguing member of the benzothiadiazine family, distinguished by its complex structure and significant applications in various fields. Here are some notable aspects:

  • Pharmaceutical Relevance: Often employed in medicinal chemistry, this compound is recognized for its potential antibacterial and antifungal properties. Its unique structure can influence how it interacts with biological targets.
  • Mechanism of Action: The sulfonamide moiety is particularly important, as it can inhibit bacterial growth by interfering with folic acid synthesis, a vital component for bacterial reproduction. This mechanism highlights the compound's role as a potential therapeutic agent.
  • Research Potential: Ongoing studies utilize this compound to explore new avenues in drug design, particularly in combating antibiotic resistance. Its multiple functional groups provide a robust platform for structural modifications, enabling scientists to optimize its efficacy and reduce side effects.
  • Multifunctionality: The presence of chloro groups suggests that this compound may also exhibit interesting reactivity patterns, which can be harnessed in synthetic chemistry. Such reactivity opens doors for the development of new materials and catalysts.
  • Environmental Impact: Understanding the degradation pathways of such compounds is essential, as it allows scientists to evaluate their environmental footprint and potential toxicity. This aspect is crucial for ensuring safe use in both therapeutic and industrial applications.

In summary, 6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide is more than just a complex chemical name; it represents a promising area of research in medicinal chemistry and environmental science. Its diverse applications and intriguing properties make it a compelling subject for study.

Synonyms
trichlormethiazide
133-67-5
Trichloromethiazide
Metahydrin
Naqua
Trichlormetazid
Achletin
Trichlormethiazid
Diu-Hydrin
Chlopolidine
Diurazida
Intromene
Schebitran
Triflumen
Aponorin
Cretonin
Diurese
Diuroral
Esmarin
Fluitran
Gangesol
Hydrotrichlorothiazide
Isestran
Flutra
Nakva
Triclordiuride
Anistadin
Carvacron
Kubacron
Tachionin
Tolcasone
Eurinol
Triclormetiazide
Trichloromethiadiazide
Trichlormas
Triclormetiazida
Trichlordiuride
Ciba 7057-Su
Salurin (wadel)
Trichlormethiazidum
3-Dichloromethylhydrochlorothiazide
BRN 0629145
NSC 61560
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3-(dichloromethyl)-3,4-dihydro-, 1,1-dioxide
Trichlormethiazidum [INN-Latin]
HSDB 3406
6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1$l^{6},2,4-benzothiadiazine-7-sulfonamide
EINECS 205-118-8
UNII-Q58C92TUN0
NSC-61560
3-Dichloromethyl-6-chloro-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide
CHEBI:9683
Q58C92TUN0
Triclormetiazida [INN-Spanish]
DTXSID7023699
3-Dichloromethyl-6-chloro-7-sulfamoyl-3,4-dihydro-1,2,4-benzothiadiazine-1,1-dioxide
6-Chloro-3-(dichloromethyl)3,4-dihydro-7-sulfamyl-1,2,4-benzothiadiazine-1,1-dioxide
3-Dichloromethyl-6-chloro-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine1,1-dioxide
6-chloro-3-(dichloromethyl)-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide 1,1-dioxide
6-Chloro-3-dichloromethyl-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine1,1-dioxide
MLS000028705
DTXCID803699
6-Chloro-3-(dichloromethyl)-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
Trichlormethiazide [USP:INN:JAN]
NSC61560
Naquasone
SMR000058712
NAQUIVAL COMPONENT TRICHLORMETHIAZIDE
METATENSIN COMPONENT TRICHLORMETHIAZIDE
Triclormetiazide [DCIT]
6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide
Triclormetiazide [Italian]
Triclormetiazida (INN-Spanish)
Trichlormethiazidum (INN-Latin)
TRICHLORMETHIAZIDE (MART.)
TRICHLORMETHIAZIDE [MART.]
TRICHLORMETHIAZIDE (USP-RS)
Trichlormethiazide (USP:INN:JAN)
TRICHLORMETHIAZIDE [USP-RS]
(+/-)-6-CHLORO-3-(DICHLOROMETHYL)-3,4-DIHYDRO-2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE
2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE, 6-CHLORO-3-(DICHLOROMETHYL)-3,4-DIHYDRO-, 1,1-DIOXIDE, (+/-)-
TRICHLORMETHIAZIDE (USP MONOGRAPH)
TRICHLORMETHIAZIDE [USP MONOGRAPH]
Naqua (TN)
trichloromethiazide, 6
SR-01000000284
NCGC00016398-01
CAS-133-67-5
MFCD00057315
Prestwick_1020
Spectrum_000520
Opera_ID_1588
Prestwick0_000825
Prestwick1_000825
Prestwick2_000825
Prestwick3_000825
Spectrum2_000948
Spectrum3_001373
Spectrum4_000367
Spectrum5_001074
3-(Dichloromethyl)-6-chloro-7-sulfamoyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide
6-Chloro-3-dichloromethyl-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-Dioxide
CHEMBL1054
NCIOpen2_007750
Trichlormethiazide, >=98%
SCHEMBL25492
BSPBio_000749
BSPBio_002926
KBioGR_000833
KBioSS_001000
Trichlormethiazide (Achletin)
Trichlormethiazide (Standard)
(+-)-6-Chloro-3-(dichloromethyl)-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
MLS001076545
DivK1c_000366
SPECTRUM1500590
SPBio_000916
SPBio_002670
TRICHLORMETHIAZIDE [MI]
BPBio1_000825
GTPL7314
TRICHLORMETHIAZIDE [INN]
TRICHLORMETHIAZIDE [JAN]
BDBM26998
HMS501C08
HY-B0235R
KBio1_000366
KBio2_001000
KBio2_003568
KBio2_006136
KBio3_002146
TRICHLORMETHIAZIDE [HSDB]
C03AA06
TRICHLORMETHIAZIDE [VANDF]
NINDS_000366
HMS1570F11
HMS1921G13
HMS2090G08
HMS2092O19
HMS2097F11
HMS2235K21
HMS3371B09
HMS3655I17
HMS3714F11
Pharmakon1600-01500590
TRICHLORMETHIAZIDE [WHO-DD]
HY-B0235
Tox21_110421
NSC757368
s1667
Trichlormethiazide (JP17/USP/INN)
AKOS024374993
Tox21_110421_1
CCG-212834
DB01021
NSC-757368
TRICHLORMETHIAZIDE [GREEN BOOK]
6-Chloro-3-(dichloromethyl)3,4-dihydro-7-sulfamoyl-1,2,4-benzothiadiazine-1,1-dioxide
6-chloro-3-dichloromethyl-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide
IDI1_000366
TRICHLORMETHIAZIDE [ORANGE BOOK]
NCGC00018302-02
NCGC00018302-03
NCGC00018302-04
NCGC00018302-07
NCGC00018302-08
NCGC00089756-02
NCGC00089756-03
1ST10693
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3-(dichloromethyl)-3,4-dihydro-, 1,1-dioxide, (+-)-
AS-56976
SBI-0051544.P002
WLN: T66 BSWM EM DHJ DYGG HG ISZW
AB00052117
NS00009500
SW197095-3
T1318
Trichlormethiazide Metahydrin Naqua Trichlorex
C07767
C72338
D00658
TRICHLORMETHIAZIDE COMPONENT OF NAQUIVAL
AB00052117-15
AB00052117_16
AB00052117_17
TRICHLORMETHIAZIDE COMPONENT OF METATENSIN
Q2072745
SR-01000000284-2
SR-01000000284-4
BRD-A28940325-001-05-9
BRD-A28940325-001-15-8
BRD-A28940325-001-23-2
BRD-A28940325-001-24-0
BRD-A28940325-001-25-7
Z1562203528
6-Chloro-3-(dichloromethyl)3,2,4-benzothiadiazine-1,1-dioxide
Trichlormethiazide, United States Pharmacopeia (USP) Reference Standard
3-(Dichloromethyl)-6-chloro-7-sulfamoyl-3,2,4-benzothiadiazine 1,1-dioxide
3-(Dichloromethyl)-6-chloro-7-sulfamoyl-3,2,4-benzothiadiazine-1,1-dioxide
6-Chloro-3-(dichloromethyl)-3,2,4-benzothiadiazine-7-sulfonamide1,1-dioxide
6-Chloro-3-(dichloromethyl)-3,4-dihydro-2H-1,2,4-thiadiazine-7-sulfonamide 1,1-dioxide
(3RS)-6-Chloro-3-dichloromethyl-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
205-118-8
2H-1,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3-(dichloromethyl)-3,4-dihydro-, 1,1-dioxide
6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1??,2,4-benzothiadiazine-7-sulfonamide
6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1|E6,2,4-benzothiadiazine-7-sulfonamide
6-CHLORO-3-(DICHLOROMETHYL)-3,4-DIHYDRO-2H-1,2,4-BENZO THIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE