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Allylchlorothiazide

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Identification
Molecular formula
C11H12ClN3O4S3
CAS number
22910-22-9
IUPAC name
3-(allylsulfanylmethyl)-6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide
State
State

Allylchlorothiazide is typically solid at room temperature.

Melting point (Celsius)
215.00
Melting point (Kelvin)
488.00
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.00
General information
Molecular weight
440.93g/mol
Molar mass
440.9260g/mol
Density
1.6600g/cm3
Appearence

Allylchlorothiazide typically appears as a white to off-white crystalline powder.

Comment on solubility

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

The solubility of the compound 3-(allylsulfanylmethyl)-6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide (C11H12ClN3O4S3) can be assessed through several key points:

  • Polarity: Due to the presence of sulfonamide groups and chlorine, this compound exhibits notable polarity, which typically enhances solubility in polar solvents.
  • Hydrogen Bonding: The sulfonamide moiety can engage in hydrogen bonding, increasing solubility in water and alcohols.
  • Steric Hindrance: The bulky allylsulfanylmethyl group may impede full solvation, potentially affecting solubility in various solvents.
  • Temperature Effect: Increased temperature might improve solubility, particularly in less polar solvents.

In summary, while specific solubility data may vary and is often influenced by factors such as pH and the presence of other ionic species, this compound is expected to have >solution in polar solvents, particularly water and alcohols due to its functional groups. Classically, "Like dissolves like," suggesting that its solubility profile is likely to favor polar environments.

Interesting facts

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

This unique compound, known for its complex structure, belongs to a class of molecules known as benzothiadiazines, which are noteworthy for their diverse pharmacological applications. Here are some interesting facts:

  • Medical Relevance: Compounds in this class often exhibit various biological activities, including antimicrobial, antihypertensive, and potential anticancer properties, making them a focus of research in medicinal chemistry.
  • Structural Complexity: The intricate arrangement of the benzothiadiazine moiety coupled with the substituents provides a rich field for structure-activity relationship (SAR) studies. This allows scientists to tailor the compound's properties for specific therapeutic effects.
  • Chlorine Influence: The presence of chlorine in its structure often enhances the compound’s lipophilicity and biological activity, which can facilitate cellular uptake and bioavailability.
  • Sulfonamide Backbone: As a sulfonamide, this compound may exhibit similar characteristics to antibiotics in this class, potentially allowing for synergistic effects when combined with other compounds.
  • Versatile Functional Group: The allylsulfanylmethyl group is a notable feature, which may contribute to the compound’s overall activity by acting as a reactive site for further chemical modifications.

In summary, the significance of 3-(allylsulfanylmethyl)-6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide lies in its potential for medicinal applications stemming from its fascinating structure and reactivity. As a compound that combines various functional groups, it could serve as a template for developing new therapeutics targeting various diseases.

Synonyms
althiazide
Altizide
5588-16-9
Altizida
(-)-Altizide
Altizide, (+)-
Althiazide [USAN]
Altizidum
6-CHLORO-3,4-DIHYDRO-3-[(2-PROPENYLTHIO)METHYL]-2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE
Altizide [INN]
Altizidum [INN-Latin]
Altizida [INN-Spanish]
GI8CB72B0D
Altizide (INN)
NSC-757786
Althiazide (USAN)
3-((Allylthio)methyl)-6-chloro-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide 1,1-dioxide
DTXSID3045857
EINECS 226-994-8
P-1779
ALTIZIDE [MART.]
ALTIZIDE [WHO-DD]
CB 8093
ALTIZIDE [EP IMPURITY]
ALTIZIDE [EP MONOGRAPH]
133562-97-7
133585-76-9
DTXCID1025857
3-[(Allylthio)methyl]-6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-Dioxide
NSC 757786
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-3-((2-propen-1-ylthio)methyl)-, 1,1-dioxide, (+)-
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-3-((2-propen-1-ylthio)methyl)-, 1,1-dioxide, (-)-
NCGC00094855-01
Altizidum (INN-Latin)
Altizida (INN-Spanish)
ALTIZIDE (MART.)
3-Allylthiomethyl-6-chlor-3,4-dihydro-2H-1,2,4-benzothiadiazin-7-sulfonamid 1,1-dioxid
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-3-((2-propenylthio)methyl)-, 1,1-dioxide
3-((Allylthio)methyl)-6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
ALTIZIDE (EP IMPURITY)
ALTIZIDE (EP MONOGRAPH)
6-Chloro-3,4-dihydro-3-((2-propenylthio)methyl)-2H-1,2,4-benzothiadiazine-7-sulfonamide
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-3-[(2-propen-1-ylthio)methyl]-, 1,1-dioxide
(+)-Altizide
D9KLS88BLV
Altizide, (-)-
JI3ZO158IN
SR-05000001753
UNII-D9KLS88BLV
UNII-GI8CB72B0D
UNII-JI3ZO158IN
altozide
Prestwick_43
6-chloro-1,1-dioxo-3-(prop-2-enylsulfanylmethyl)-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide
Altizide; (3RS)-6-Chloro-3-[(prop-2-enylsulfanyl)methyl]-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
CAS-5588-16-9
Spectrum_001104
starbld0016521
SpecPlus_000833
Prestwick0_000721
Prestwick1_000721
Prestwick2_000721
Prestwick3_000721
Spectrum2_001367
Spectrum3_000902
Spectrum4_000999
Spectrum5_001725
P 1779
BSPBio_000642
KBioGR_001437
KBioSS_001584
6-Chloro-3,4-dihydro-3-[(2-propen-1-ylthio)methyl]-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-Dioxide
MLS002153973
DivK1c_001031
DivK1c_006929
SCHEMBL124525
SPECTRUM1500804
SPBio_001294
SPBio_002581
BPBio1_000708
CHEMBL599870
CHEBI:91768
HMS503O03
KBio1_001031
KBio1_001873
KBio2_001584
KBio2_004152
KBio2_006720
KBio3_001844
NINDS_001031
VGLGVJVUHYTIIU-UHFFFAOYSA-N
HMS1570A04
HMS1921I12
HMS2092K18
HMS2097A04
HMS2233O21
HMS3373K04
HMS3714A04
Pharmakon1600-01500804
HY-B1254
Tox21_111347
CCG-38982
NSC757786
AKOS027381757
Tox21_111347_1
IDI1_001031
SMP1_000012
NCGC00094855-02
NCGC00094855-03
NCGC00094855-06
6-chloro-1,1-dioxo-3-(prop-2-enylsulfanylmethyl)-3,4-dihydro-2H-1|E6,2,4-benzothiadiazine-7-sulfonamide
SMR001233310
SBI-0052594.P002
DB-052814
AB00053099
CS-0013046
NS00005608
D02838
AB00053099_08
SR-05000001753-1
SR-05000001753-3
BRD-A56675431-001-04-0
BRD-A56675431-001-07-3
BRD-A56675431-001-12-3
Altizide, European Pharmacopoeia (EP) Reference Standard
226-994-8
3-((allylthio)methyl)-6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide-1,1-dioxide
6-chloro-1,1-dioxo-3-[(prop-2-enylthio)methyl]-3,4-dihydro-2H-1$l;{6},2,4-benzothiadiazine-7-sulfonamide