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Chlorothiazide

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Identification
Molecular formula
C7H6ClN3O4S2
CAS number
58-94-6
IUPAC name
6-chloro-1,1-dioxo-3-(2,2,2-trifluoroethylsulfanylmethyl)-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide
State
State

Chlorothiazide is typically found in a solid state at room temperature.

Melting point (Celsius)
355.00
Melting point (Kelvin)
628.00
Boiling point (Celsius)
372.00
Boiling point (Kelvin)
645.00
General information
Molecular weight
295.71g/mol
Molar mass
295.7130g/mol
Density
1.7300g/cm3
Appearence

Chlorothiazide appears as a colorless to white crystalline powder. It is odorless or may have a faint odor.

Comment on solubility

Solubility of 6-chloro-1,1-dioxo-3-(2,2,2-trifluoroethylsulfanylmethyl)-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide

The solubility of this complex compound can be quite intriguing, especially given its structural features. Generally, solubility in solvents can be influenced by several factors, such as polarity, molecular interactions, and the presence of functional groups.

Key Factors Affecting Solubility:

  • Polarity: The presence of sulfonamide groups and the trifluoroethyl sulfonium moiety can increase polarity, potentially enhancing solubility in polar solvents.
  • Hydrogen Bonding: Sulfonamide groups can engage in hydrogen bonding with solvents, possibly leading to favorable solubility characteristics in water.
  • Size and Structure: The bulkiness of the 2,2,2-trifluoroethyl group may hinder solubility in less polar organic solvents but can aid in solubility in more complex, polar mediums.

However, it is essential to note that despite these interactions, the overall solubility of C12H12ClF3N2O3S may still be limited due to steric hindrances and the overall hydrophobic character imparted by certain structural elements. In practical applications, evaluations of solubility should be conducted under various conditions to determine the best solvent for dissolution.

As a general guideline, compounds of this complexity may exhibit variable solubility profiles based on environmental conditions, including temperature and pH. Thus, consultations of solubility data in the literature are recommended for precise applications.

Interesting facts

Interesting Facts about 6-Chloro-1,1-dioxo-3-(2,2,2-trifluoroethylsulfanylmethyl)-3,4-dihydro-2H-1λ6,2,4-benzothiadiazine-7-sulfonamide

This compound belongs to a unique class of chemical compounds known as benzothiadiazine sulfonamides, which are characterized by their significant biological activities. Here are some fascinating aspects to consider:

  • Medicinal Chemistry: Compounds like this one have gained attention in the pharmaceutical industry for their potential therapeutic uses, particularly as anti-inflammatory agents and in the treatment of hypertension.
  • Structural Complexity: The molecule features a sophisticated architecture that combines several functional groups, including a sulfonamide group, which is pivotal for its biological activity. The incorporation of chlorine and trifluoroethyl groups also enhances its lipophilicity and stability.
  • Role in Research: This compound serves as an intriguing subject in chemical research, particularly in drug design and discovery, where its properties can be manipulated for improved efficacy in target pathways.
  • Environmental Impact: The trifluoroethyl group can contribute to the environmental footprint of the compound, making studies on its environmental degradation and bioaccumulation important in assessing toxicity and long-term effects.

Moreover, the synthesis of this compound involves multi-step reactions that challenge chemists to develop innovative methodologies. As one scientist noted, “The ability to design and tailor molecules like 6-chloro-1,1-dioxo-3-(2,2,2-trifluoroethylsulfanylmethyl)-3,4-dihydro-2H-1λ6,2,4-benzothiadiazine-7-sulfonamide is what pushes the boundaries of modern chemistry.”

Overall, this compound is not just a chemical entity but a potential tool in the advancement of medicinal chemistry and environmental sustainability.

Synonyms
Epitizide
Flurese
1764-85-8
EPITHIAZIDE
Epitizid
Thiaver
Epithiazide [USAN]
Epitizidum
Eptizida
P-2105
Epitizide [INN]
Flurese (VAN)
Epitizida
Epitizidum [INN-Latin]
Eptizida [INN-Spanish]
Epitizide (INN)
NSC 108164
NSC-108164
Epithiazide (USAN)
EPITHIAZIDE [MI]
EINECS 217-181-9
P 2105
EPITIZIDE [MART.]
5B266B85J1
EPITIZIDE [WHO-DD]
DTXSID50862751
Epitizidum (INN-Latin)
Eptizida (INN-Spanish)
EPITIZIDE (MART.)
3-((2,2,2-TRIFLUOROETHYLTHIO)METHYL)-6-CHLORO-3,4-DIHYDRO-2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE
6-chloro-1,1-dioxo-3-(((2,2,2-trifluoroethyl)sulfanyl)methyl)-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide
6-chloro-1,1-dioxo-3-{[(2,2,2-trifluoroethyl)sulfanyl]methyl}-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide
DTXCID20811473
217-181-9
(+)-Epithiazide
(-)-Epithiazide
Epitizide, (+)-
Epitizide, (-)-
Epithiazide, (+)-
Epithiazide, (-)-
P-2105; Thiaver
D6Z4GR94BH
W8B42Z8CTX
6-chloro-1,1-dioxo-3-(2,2,2-trifluoroethylsulfanylmethyl)-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-3-(((2,2,2-trifluoroethyl)thio)methyl)-, 1,1-dioxide, (+)-
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-3-(((2,2,2-trifluoroethyl)thio)methyl)-, 1,1-dioxide, (-)-
6-Chloro-3-(((2,2,2-trifluoroethyl)thio)methyl)-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide 1,1-dioxide
96783-08-3
96783-09-4
UNII-5B266B85J1
6-Chloro-3,4-dihydro-3-[[(2,2,2-trifluoroethyl)thio]methyl]-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-Dioxide; 6-Chloro-3,4-dihydro-7-sulfamoyl-3-
6-Chloro-3,4-dihydro-3{((2,2,2-trifluoroethyl)thio)methyl}-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
6-Chloro-3,4-dihydro-3{[(2,2,2-trifluoroethyl)thio]methyl}-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
UNII-D6Z4GR94BH
UNII-W8B42Z8CTX
SCHEMBL124824
CHEMBL2104605
CHEBI:135688
NSC108164
DB13989
FE22746
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-3-(((2,2,2-trifluoroethyl)thio)methyl)-, 1,1-dioxide
6-chloro-1,1-dioxo-3-(2,2,2-trifluoroethylsulfanylmethyl)-3,4-dihydro-2H-1|E6,2,4-benzothiadiazine-7-sulfonamide
6-Chloro-3,4-dihydro-3 ((2,2,2-trifluoroethyl)thio)methyl -2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
DA-69784
HY-111961
NS00046904
D04033
Q5383720
6-Chloro-3,2,2-trifluoroethylthiomethyl)-2H-1,2,4-benzothiadiazine 1,1-dioxide
2H-1,2,4-Benzothiadiazine-7-sulfonamide,6-chloro-3,4-dihydro-3-[[(2,2,2-trifluoroethyl)thio]methyl]-, 1,1-dioxide
2H-1,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-3-[[(2,2,2-trifluoroethyl)thio]methyl]-, 1,1-dioxide
6-Chloro-3,2,2-trifluoroethyl)thio]methyl-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
6-Chloro-3,4-dihydro-3-[[(2,2,2-trifluoroethyl)thio]methyl]-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide;6-Chloro-3,4-dihydro -7-sulfamoyl-3-(2,2,2-trifluoroethylthiomethyl)-2H-1,2,4-benzothiadiazine 1,1-dioxide;Epithiazide