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Chlorothiazide

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Identification
Molecular formula
C7H6ClN3O4S2
CAS number
58-94-6
IUPAC name
3-(2-bicyclo[2.2.1]hept-5-enyl)-6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide
State
State

At room temperature, chlorothiazide is found as a crystalline solid. It is stable under normal conditions of use and storage.

Melting point (Celsius)
355.00
Melting point (Kelvin)
628.00
Boiling point (Celsius)
439.00
Boiling point (Kelvin)
712.00
General information
Molecular weight
295.72g/mol
Molar mass
295.7200g/mol
Density
1.7500g/cm3
Appearence

Chlorothiazide typically appears as a white or slightly yellowish crystalline powder. It is odorless or may have a very faint odor, and it is practically insoluble in water but soluble in strong acids and bases.

Comment on solubility

Solubility of 3-(2-bicyclo[2.2.1]hept-5-enyl)-6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide (C7H6ClN3O4S2)

The solubility of this complex compound can vary significantly based on several factors. Understanding its solubility profile is essential for practical applications, especially in pharmaceutical settings. Here are some key points to consider:

  • Polarity: The presence of multiple functional groups, including sulfonamide and chlorine, influences its overall polarity, which often dictates its behavior in various solvents.
  • Solvent Compatibility: This compound may show good solubility in polar solvents (like water or alcohols) due to the potential for hydrogen bonding, while solubility might decrease in non-polar solvents.
  • Temperature Effects: Temperature changes can affect solubility; typically, an increase in temperature may increase solubility as kinetic energy allows more interactions with solvent molecules.
  • pH Influence: The ionization of the sulfonamide moiety can vary with pH, potentially enhancing solubility in either acidic or basic environments.

In conclusion, the solubility of C7H6ClN3O4S2 is a nuanced characteristic, depending on its interactions with solvents, temperature, and pH levels. As emphasized, careful selection of solvents and conditions is critical for optimizing the solubility of this compound in various applications.

Interesting facts

Exploring 3-(2-bicyclo[2.2.1]hept-5-enyl)-6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide

This intriguing compound belongs to the class of benzothiadiazines, a fascinating group of heterocyclic compounds known for their biological activity and structural versatility. Here are some remarkable insights into this unique compound:

  • Complex Structure: It features a bicyclic framework which lends itself to interesting stereochemistry, making it an excellent candidate for studying isomerism and molecular interactions.
  • Biological Significance: Compounds in the benzothiadiazine family often exhibit pharmacological properties, leading to applications in areas like cardiovascular health and anti-inflammatory treatments.
  • Chlorine Incorporation: The presence of chlorine in its structure can enhance lipophilicity, which may affect how the compound interacts with biological membranes.
  • Diverse Applications: These compounds have been explored for their potential use in drug development, particularly as diuretics and antihypertensive agents.
  • Frontiers of Research: The unique functional groups present in this compound encourage ongoing research into their electronic and reactive properties, paving the way for novel synthetic methodologies.

As noted by chemists, "The interplay of different functional groups in complex molecules like this one often leads to unexpected reactivity and properties." This highlights the importance of structural studies and experimentation within organic chemistry. Exploring compounds such as this can be a thrilling journey into the heart of molecular design and its implications in medicinal chemistry.

In conclusion, the exploration of 3-(2-bicyclo[2.2.1]hept-5-enyl)-6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide invites a deeper understanding of its intricacies, offering both challenges and opportunities for innovative research.

Synonyms
cyclothiazide
2259-96-3
Anhydron
Aquirel
Fluidil
Renazide
Valmiran
Doburil
Ciclotiazida
Ciclotiazide
Cyclothiazidum
Ciclotiazide [DCIT]
Ciclotiazida [INN-Spanish]
Cyclothiazidum [INN-Latin]
MDi 193
Lilly 35,483
6-Chloro-3,4-dihydro-3-(5-norbornen-2-yl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
HSDB 3310
EINECS 218-859-7
UNII-P71U09G5BW
NSC-758431
BRN 0722843
P71U09G5BW
6-Chloro-3,4-dihydro-3-(2-norbornen-5-yl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
6-Chloro-3,4-dihydro-3-(2-norbornen-5-yl)-2H-1,2-4-benzothiadiazine-7-sulfonamide 1,1-dioxide
6-Chloro-3,4-dihydro-3-(2-norbornen-5-yl)-7-sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide
6-Chloro-3-(2-norbornen-5-yl)-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide
DTXSID3022871
CHEBI:31448
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-3-(5-norbornen-2-yl)-, 1,1-dioxide
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3-bicyclo(2.2.1)hept-5-en-2-yl-6-chloro-3,4-dihydro-, 1,1-dioxide
CHEMBL61593
DTXCID302871
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3-bicyclo[2.2.1]hept-5-en-2-yl-6-chloro-3,4-dihydro-, 1,1-dioxide
2H-1,2,4-Benzothiadiazine-7-sulfonamide,3-bicyclo[2.2.1]hept-5-en-2-yl-6-chloro-3,4-dihydro-, 1,1-dioxide
3-Bicyclo(2.2.1)hept-5-en-2-yl-6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
Cyclothiazide [USAN:USP:INN:BAN]
6-Chloro-3,4-dihydro-3-(norbornen-2-yl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
NSC 758431
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3,4-dihydro-6-chloro-3-(5-norbornen-2-yl)-, 1,1-dioxide
3-(bicyclo[2.2.1]hept-5-en-2-yl)-6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
NCGC00015288-06
Ciclotiazida (INN-Spanish)
Cyclothiazidum (INN-Latin)
CYCLOTHIAZIDE (MART.)
CYCLOTHIAZIDE [MART.]
CYCLOTHIAZIDE (USP-RS)
CYCLOTHIAZIDE [USP-RS]
Cyclothiazide (USAN:USP:INN:BAN)
Anhydron (TN)
3-(bicyclo[2.2.1]hept-5-en-2-yl)-6-chloro-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide 1,1-dioxide
3-{bicyclo[2.2.1]hept-5-en-2-yl}-6-chloro-1,1-dioxo-3,4-dihydro-2H-1$l^{6},2,4-benzothiadiazine-7-sulfonamide
3-Bicyclo[2.2.1]hept-5-en-2-yl-6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
C14H16ClN3O4S2
CAS-2259-96-3
SR-01000075796
Cyclothiazide (JAN/USAN/INN)
3-(bicyclo(2.2.1)hept-5-en-2-yl)-6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
Lilly 35483; MDi 193; Renazide; Valmiran
3-BICYCLO
Cyclothiazide (Standard)
Spectrum4_000050
Spectrum5_001639
Lilly 35483
CYCLOTHIAZIDE [MI]
Biomol-NT_000224
C 9847
CYCLOTHIAZIDE [INN]
CYCLOTHIAZIDE [JAN]
CYCLOTHIAZIDE [HSDB]
CYCLOTHIAZIDE [USAN]
Lopac0_000321
CYCLOTHIAZIDE [VANDF]
KBioGR_000519
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3,4-dihydro-6-chloro-3-(5-norbornen-2-yl)-,1,1-dioxide
6-Chloro-3,4-dihydro-3-(5-norbornen-2-yl)-2H-1,2,4-benzothiazidiazine-7-sulfonamide-1,1-dioxide
MLS001077326
DivK1c_000904
SCHEMBL121096
CYCLOTHIAZIDE [WHO-DD]
BPBio1_001320
GTPL4167
HMS502N06
KBio1_000904
C03AA09
NINDS_000904
HMS2093A19
HMS2236K04
HMS3261A03
HMS3266L17
HMS3373E04
HMS3411D03
HMS3675D03
Pharmakon1600-01503263
CYCLOTHIAZIDE [ORANGE BOOK]
Tox21_110124
Tox21_500321
BDBM50192229
HB0221
NSC758431
s6611
AKOS024458615
Tox21_110124_1
CCG-204416
DB00606
HY-101165R
LP00321
SDCCGSBI-0050309.P004
IDI1_000904
NCGC00015288-04
NCGC00015288-05
NCGC00015288-07
NCGC00015288-09
NCGC00015288-14
NCGC00022985-02
NCGC00024745-02
NCGC00024745-03
NCGC00024745-04
NCGC00261006-01
3-(2-bicyclo[2.2.1]hept-5-enyl)-6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide
AS-76539
DA-62599
SMR000653479
SBI-0050309.P003
HY-101165
C3392
CS-0020935
EU-0100321
NS00027226
D01256
D81850
AB00053281_04
EN300-18472036
Q5199066
SR-01000075796-1
SR-01000075796-3
SR-01000075796-4
BRD-A38675539-001-01-0
BRD-A38675539-001-05-1
BRD-A38675539-001-10-1
BRD-A38675539-001-11-9
BRD-A38675539-001-12-7
218-859-7
3-{bicyclo[2.2.1]hept-5-en-2-yl}-6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide
3-Bicyclo[2.2.1]hept-5-en-2-yl-6-chloro-1,1-dioxo-1,2,3,4-tetrahydro-1lambda*6*-benzo[1,2,4]thiadiazine-7-sulfonic acid amide
3-Bicyclo[2.2.1]hept-5-en-2-yl-6-chloro-1,1-dioxo-1,2,3,4-tetrahydro-1lambda*6*-benzo[1,2,4]thiadiazine-7-sulfonic acid amide(Clothiazide)
3-Bicyclo[2.2.1]hept-5-en-2-yl-6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide #
3-Bicyclo[2.2.1]hept-5-en-2-yl-7-chloro-1,1-dioxo-1,2,3,4-tetrahydro-1lambda*6*-benzo[1,2,4]thiadiazine-6-sulfonic acid amide
6-CHLORO-3,4-DIHYDRO-3-(2-NORBORNEN-5-YL)-2H-1,2,4-BENZ OTHIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE
6-Chloro-3,4-dihydro-3-(2-norbornen-5-yl)-2H-1,2-4-benzothiadiazine-7-sulfonamide1,1-dioxide
6-Chloro-3,4-dihydro-3-(5-norbornen-2-yl)-2H-1,2,4-benzothiazidiazine-7-sulfonamide-1 ,1-dioxide