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Sulfamethoxypyridazine

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Identification
Molecular formula
C11H11ClN4O3S
CAS number
80-35-3
IUPAC name
7-chloro-2-methyl-3-(o-tolyl)-4-oxo-1,2-dihydroquinazoline-6-sulfonamide
State
State

At room temperature, sulfamethoxypyridazine is in the form of a solid. Its crystalline structure and relative insolubility in water help maintain its solid state under normal conditions.

Melting point (Celsius)
209.00
Melting point (Kelvin)
482.00
Boiling point (Celsius)
526.50
Boiling point (Kelvin)
799.70
General information
Molecular weight
252.28g/mol
Molar mass
252.2800g/mol
Density
1.4900g/cm3
Appearence

Sulfamethoxypyridazine typically appears as a white to off-white crystalline powder. It is practically insoluble in water and soluble in acetone and ethanol, giving it a variable appearance depending on the specific preparation and solvent exposure.

Comment on solubility

Solubility of 7-chloro-2-methyl-3-(o-tolyl)-4-oxo-1,2-dihydroquinazoline-6-sulfonamide

The solubility of 7-chloro-2-methyl-3-(o-tolyl)-4-oxo-1,2-dihydroquinazoline-6-sulfonamide, represented by the chemical formula C11H11ClN4O3S, can be influenced by several key factors:

  • Polarity: The presence of sulfonamide and chlorinated functional groups impacts the overall polarity of the compound, suggesting that it may exhibit moderate solubility in polar solvents.
  • Solvent Interaction: It is likely to dissolve more readily in solvents such as dimethyl sulfoxide (DMSO) or methanol, which can stabilize interactions with polar or ionic groups.
  • pH Dependence: The solubility might increase in aqueous solutions at varying pH levels due to the ionization of the sulfonamide group, further assisting in solvation.

“Solubility is not merely a physicochemical property; it is a gateway to understanding the bioavailability and pharmacological potential of a compound.” This compound's solubility is crucial for its applications in medicinal chemistry, where it is essential for effective absorption in biological systems.

In summary, the solubility behavior of C11H11ClN4O3S may vary based on environmental factors and the specific solvent interactions, marking the importance of further empirical studies to establish precise solubility data.

Interesting facts

Interesting Facts about 7-Chloro-2-methyl-3-(o-tolyl)-4-oxo-1,2-dihydroquinazoline-6-sulfonamide

This compound is a fascinating example of a quinazoline derivative, which has garnered attention for its potential applications in medicinal chemistry. Below are some noteworthy aspects of this compound:

  • Antimicrobial Activity: Many compounds in the quinazoline family exhibit significant antimicrobial properties, making them important in the development of new antibiotics.
  • Targeted Drug Design: The sulfonamide moiety is known for its role in targeting bacterial enzymes, which can help in the development of drugs that are specific to certain pathogens.
  • Diverse Applications: This compound illustrates how modifications in chemical structure can lead to diverse biological activities. Researchers explore variations in substituents to tailor compounds for specific therapeutic applications.
  • Structure-Activity Relationship: Understanding the relationship between the structure of this compound and its biological activity is crucial for scientists aiming to optimize efficacy and minimize side effects.

As an important aspect of modern medicinal chemistry, the study of compounds like 7-chloro-2-methyl-3-(o-tolyl)-4-oxo-1,2-dihydroquinazoline-6-sulfonamide not only enhances our understanding of chemical interactions but also paves the way for innovative therapies that can address resistant strains of bacteria.

Overall, this compound stands as a testament to the evolving field of chemical science, where every modification on a molecular level can corral innovative solutions for some of medicine's most pressing challenges.

Synonyms
metolazone
17560-51-9
Zaroxolyn
Mykrox
Diulo
Oldren
Metenix
Metalozone
Microx
Metolazona
Metolazonum
metozalone
Xuret
7-Chloro-2-methyl-4-oxo-3-(o-tolyl)-1,2,3,4-tetrahydroquinazoline-6-sulfonamide
Metolazonum [INN-Latin]
Metolazona [INN-Spanish]
6-Quinazolinesulfonamide, 7-chloro-1,2,3,4-tetrahydro-2-methyl-3-(2-methylphenyl)-4-oxo-
SR 720-22
SR-720-22
Metazoline
Normelan
7-Chloro-1,2,3,4-tetrahydro-2-methyl-3-(2-methylphenyl)-4-oxo-6-quinazolinesulfonamide
Metolazone (Zaroxolyn)
7-Chloro-1,2,3,4-tetrahydro-2-methyl-4-oxo-3-o-tolyl-6-quinazolinesulfonamide
HSDB 3367
2-Methyl-3-o-tolyl-6-sulfamyl-7-chloro-1,2,3,4-tetrahydro-4-quinazolinone
UNII-TZ7V40X7VX
EINECS 241-539-3
TZ7V40X7VX
NSC-759581
7-chloro-2-methyl-3-(2-methylphenyl)-4-oxo-1,2-dihydroquinazoline-6-sulfonamide
BRN 0965506
DTXSID6045167
Metolazone, (+)-
Metolazone, (-)-
CHEBI:64354
7-chloro-2-methyl-3-(2-methylphenyl)-4-oxo-1,2,3,4-tetrahydroquinazoline-6-sulfonamide
MFCD00069304
NM7V2Y3G0U
6-Quinazolinesulfonamide, 7-chloro-1,2,3,4-tetrahydro-2-methyl-4-oxo-3-o-tolyl-
DTXCID4025167
5-25-09-00212 (Beilstein Handbook Reference)
6-Quinazolinesulfonamide, 1,2,3,4-tetrahydro-7-chloro-2-methyl-4-oxo-3-o-tolyl-
NN9U607695
NSC 759581
Metolazone [USAN:USP:INN:BAN:JAN]
NCGC00093985-07
Metalazone
Metolazonum (INN-Latin)
Metolazona (INN-Spanish)
METOLAZONE (MART.)
METOLAZONE [MART.]
METOLAZONE (USP-RS)
METOLAZONE [USP-RS]
56436-32-9
METOLAZONE (EP IMPURITY)
METOLAZONE [EP IMPURITY]
METOLAZONE (EP MONOGRAPH)
METOLAZONE [EP MONOGRAPH]
METOLAZONE (USP MONOGRAPH)
METOLAZONE [USP MONOGRAPH]
Metolazone (USAN:USP:INN:BAN:JAN)
Zaroxolyn (TN)
56436-31-8
6-Quinazolinesulfonamide, 7-chloro-1,2,3,4-tetrahydro-2-methyl-3-(2-methylphenyl)-4-oxo-, (+)-
6-Quinazolinesulfonamide, 7-chloro-1,2,3,4-tetrahydro-2-methyl-3-(2-methylphenyl)-4-oxo-, (-)-
SMR001230730
SR-05000001765
Metolazon
Metolazone (JAN/USP/INN)
Metolazone; (2RS)-7-Chloro-2-methyl-3-(2-methylphenyl)-4-oxo-1,2,3,4-tetrahydroquinazoline-6-sulfonamide
Prestwick_333
CAS-17560-51-9
Metolazone (Standard)
Spectrum_000456
METOLAZONE [MI]
METOLAZONE [INN]
METOLAZONE [JAN]
Prestwick0_000112
Prestwick1_000112
Prestwick2_000112
Prestwick3_000112
Spectrum2_001741
Spectrum4_000229
Spectrum5_001237
METOLAZONE [HSDB]
METOLAZONE [USAN]
METOLAZONE [VANDF]
CHEMBL878
UNII-NM7V2Y3G0U
METOLAZONE [WHO-DD]
SCHEMBL40558
BSPBio_000124
BSPBio_002422
KBioGR_000897
KBioSS_000936
MLS002153316
MLS002154200
DivK1c_000275
SPECTRUM2300325
SPBio_001842
SPBio_002063
BPBio1_000138
GTPL4838
METOLAZONE [ORANGE BOOK]
UNII-NN9U607695
BDBM25899
HMS500N17
HY-B0209R
KBio1_000275
KBio2_000936
KBio2_003504
KBio2_006072
C03BA08
NINDS_000275
BCPP000166
HMS1568G06
HMS1922L16
HMS2093P14
HMS2095G06
HMS2230J15
HMS3261J22
HMS3373C11
HMS3655M09
HMS3712G06
HMS3744I19
Pharmakon1600-02300325
-tetrahydroquinazoline-6-sulfonamide
BCP21574
HY-B0209
Tox21_110186
Tox21_113526
Tox21_500610
CCG-39450
NSC759581
s1610
AKOS015897109
Metolazone, >=98% (HPLC), solid
Tox21_110186_1
BCP9000920
DB00524
FM25978
KS-5139
LP00610
SDCCGSBI-0051460.P003
IDI1_000275
NCGC00093985-01
NCGC00093985-02
NCGC00093985-03
NCGC00093985-04
NCGC00093985-05
NCGC00093985-06
NCGC00093985-08
NCGC00093985-10
NCGC00093985-11
NCGC00093985-20
NCGC00261295-01
AS-13016
SBI-0051460.P002
DB-044227
AB00052055
NS00004329
SW196612-3
D00431
7-chloro-2-methyl-4-oxo-3-o-tolyl-1,2,3,4
AB00052055-08
AB00052055_09
AB00052055_10
EN300-23818025
Q1169561
SR-05000001765-1
SR-05000001765-4
SR-05000001765-7
BRD-A61793559-001-05-7
BRD-A61793559-001-08-1
BRD-A61793559-001-14-9
BRD-A61793559-001-15-6
BRD-A61793559-001-16-4
Metolazone, European Pharmacopoeia (EP) Reference Standard
Metolazone, United States Pharmacopeia (USP) Reference Standard
7-CHLORO-1,2,3,4-TETRAHYDRO-2-METHYL-4-OXO-3-TOLYL-6-QUINAZOLINESULFONAMIDE
7-Chloro-2-methyl-3-(2-methylphenyl)-4-oxo-1,2,3,4-tetrahydro-6-quinazolinesulfonamide #
7-chloro-2-methyl-4-oxo-3-o-tolyl-1,2,3,4-tetrahydroquinazoline-6-sulfonamide
Metolazone for system suitability, European Pharmacopoeia (EP) Reference Standard
241-539-3
7-Chloro-1,2,3,4-tetrahydro-2-methyl-3-(2-methylphenyl)-4-oxo-6-quinazolinesulfonamide;Diulo;2-Methyl-3-(o-tolyl)-6-sulfamyl-7-chlor