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4-Chloro-N-(2-methylindolin-1-yl)-3-sulfamoyl-benzamide

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Identification
Molecular formula
C16H16ClN3O3S
CAS number
1174018-70-8
IUPAC name
4-chloro-N-(2-methylindolin-1-yl)-3-sulfamoyl-benzamide
State
State
Solid

At room temperature, this compound is typically found in a solid state, often in a crystalline form.

Melting point (Celsius)
190.50
Melting point (Kelvin)
463.65
Boiling point (Celsius)
383.20
Boiling point (Kelvin)
656.35
General information
Molecular weight
357.84g/mol
Molar mass
357.8370g/mol
Density
1.4500g/cm3
Appearence

The compound appears as a white to off-white solid. The appearance may vary slightly depending on the purity and form of the compound, but it is generally crystalline in nature.

Comment on solubility

Solubility of 4-chloro-N-(2-methylindolin-1-yl)-3-sulfamoyl-benzamide

4-chloro-N-(2-methylindolin-1-yl)-3-sulfamoyl-benzamide, with the chemical formula C16H16ClN3O3S, exhibits interesting solubility characteristics that can be attributed to its structural components.

Solubility Characteristics

This compound is known to be:

  • Moderately soluble in organic solvents such as dimethyl sulfoxide (DMSO) and dimethylformamide (DMF).
  • Poorly soluble in water due to the presence of the sulfonamide moiety, which typically does not favor aqueous solubility.
  • Dependent on pH levels: solubility may increase in acidic conditions as the sulfonamide can protonate, enhancing its ability to interact with polar solvents.

In summary, while the presence of the sulfonamide group tends to decrease solubility in polar solvents like water, interactions with organic solvents can enhance solubility. This behavior is characteristic of many compounds featuring bulky aromatic rings and polar functional groups.

Interesting facts

Interesting Facts about 4-chloro-N-(2-methylindolin-1-yl)-3-sulfamoyl-benzamide

This compound, known for its complex structure, is a fascinating subject in the field of medicinal chemistry. Here are some engaging insights about it:

  • Unique Composition: The presence of both a chloro group and a sulfonamide functional group suggests potential biological activity, which is often explored in drug discovery.
  • Indole Derivative: The 2-methylindolin-1-yl segment contributes to the compound's aromatic character, enhancing its interaction with biological targets.
  • Antimicrobial Potential: Compounds that contain sulfonamides are known for their antibacterial properties, making this compound a candidate for further evaluation in pharmacological studies.
  • Key Applications: Its structural features point toward potential applications in treating various diseases, particularly those associated with inflammation or infection.
  • Research Implications: The exploration of similar compounds often leads to the development of new therapeutics, underscoring the importance of this class of molecules in medical research.

Due to its intricate chemical structure, this compound serves as a rich topic for investigation, offering insights into how modifications can lead to enhanced biological effects. Each component of the molecule plays a crucial role in its overall efficacy and mechanism of action, illustrating the beauty of organic chemistry in drug design.

Synonyms
indapamide
26807-65-8
Noranat
Veroxil
Lozol
Indaflex
Indamol
Tertensif
Arifon
Fludex
Bajaten
Ipamix
Tandix
Natrilix
Damide
Indapamida
Pressurai
Metindamide
Cormil
Indapamidum
Natrix
flupamid
indamide
Indapamidum [INN-Latin]
SE-1520
Indapamida [INN-Spanish]
1-(4-Chloro-3-sulfamoylbenzamido)-2-methylindoline
Fludin
Lorvas
SE 1520
Indapamide (Lozol)
FLUBEST
RHC 2555
USV 2555
Benzamide, 3-(aminosulfonyl)-4-chloro-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)-
4-Chloro-N-(2-methyl-1-indolinyl)-3-sulfamoylbenzamide
4-chloro-N-(2-methyl-2,3-dihydroindol-1-yl)-3-sulfamoylbenzamide
S-1520
Hypen SR
EINECS 248-012-7
MFCD00079375
NSC-757075
BRN 1604026
CHEBI:5893
DTXSID7044633
UNII-F089I0511L
KYD-041
4-chloro-N-(2-methyl-2,3-dihydro-1H-indol-1-yl)-3-sulfamoylbenzamide
F089I0511L
BENZAMIDE, 4-CHLORO-N-(2-METHYL-1-INDOLINYL)-3-SULFAMOYL-
N-(4-Chloro-3-sulfamoylbenzamido)-2-methylindoline
3-(Aminosulfonyl)-4-chloro-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)benzamide
MLS000028554
DTXCID5024633
26807-65-8(free base)
5-20-06-00348 (Beilstein Handbook Reference)
NSC 757075
Indapamide [USAN:USP:INN:BAN:JAN]
NCGC00018172-03
SMR000058829
Indapamidum (INN-Latin)
Indapamida (INN-Spanish)
INDAPAMIDE (MART.)
INDAPAMIDE [MART.]
INDAPAMIDE (USP-RS)
INDAPAMIDE [USP-RS]
INDAPAMIDE (EP MONOGRAPH)
INDAPAMIDE [EP MONOGRAPH]
INDAPAMIDE (USP MONOGRAPH)
INDAPAMIDE [USP MONOGRAPH]
Indapamide (USAN:USP:INN:BAN:JAN)
RAC INDAPAMIDE
Natrix (TN)
Lozol (TN)
SR-01000003079
Indapamid
Indapamide (Standard)
Spectrum_000917
INDAPAMIDE [MI]
Opera_ID_110
INDAPAMIDE [INN]
INDAPAMIDE [JAN]
Prestwick3_000220
Spectrum2_000980
Spectrum3_000467
Spectrum4_000017
Spectrum5_000866
INDAPAMIDE [USAN]
S1520
INDAPAMIDE [VANDF]
CHEMBL406
Indapamide (JP17/USP)
INDAPAMIDE [WHO-DD]
SCHEMBL41303
BSPBio_000239
BSPBio_002174
KBioGR_000393
KBioSS_001397
MLS001148152
MLS002222229
MLS006011900
DivK1c_000508
SPECTRUM1500349
SPBio_001019
BPBio1_000263
BR-1015 component Indapamide
GTPL7203
Indapamide - Bio-X trade mark
INDAPAMIDE (EP IMPURITY)
INDAPAMIDE [ORANGE BOOK]
BDBM25901
HMS501J10
HY-B0259R
KBio1_000508
KBio2_001397
KBio2_003965
KBio2_006533
KBio3_001394
C03BA11
NINDS_000508
HMS1920F19
HMS2090M16
HMS2091N07
HMS2095L21
HMS2231G13
HMS3259C14
HMS3369J20
HMS3655E06
HMS3712L21
HMS3748K05
Pharmakon1600-01500349
Indapamide 1.0 mg/ml in Methanol
4-CHLORO-N-(2-METHYLINDOLIN-1-YL)-3-SULFAMOYLBENZAMIDE
BCP04140
HY-B0259
Tox21_110775
Tox21_113182
Tox21_302687
CCG-40198
NSC757075
s1730
STL257105
STL455045
3-(Aminosulfonyl)-4-chloro-N-(2-methyl-2,3-dihydro-1H-indol-1-yl)benzamide
AKOS015888148
Tox21_110775_1
AB03037
AC-2073
DB00808
FI01202
KS-5219
NC00568
Benzamide, 3-(aminosulfonyl)-4-chloro-N-(2,3-dihydro-2-methyl-1H-indol-l-yl)-
IDI1_000508
NCGC00018172-02
NCGC00018172-04
NCGC00018172-06
NCGC00018172-08
NCGC00018172-09
NCGC00089727-02
NCGC00089727-03
NCGC00256884-01
BI300090
SBI-0051415.P003
DB-047020
AB00052021
I0730
NS00000696
SW198686-2
A23574
D00345
EN300-117260
AB00052021-14
AB00052021-15
AB00052021_16
AB00052021_17
Indapamide, analytical standard, for drug analysis
Q1078392
SR-01000003079-2
SR-01000003079-3
BRD-A95869247-001-04-6
BRD-A95869247-001-14-5
BRD-A95869247-001-25-1
BRD-A95869247-001-26-9
Z1501485351
Indapamide, British Pharmacopoeia (BP) Reference Standard
Indapamide, European Pharmacopoeia (EP) Reference Standard
Indapamide, United States Pharmacopeia (USP) Reference Standard
3-aminosulfonyl-4-chloro-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)benzamide
4-chloro-3-aminosulphonyl-N-(2,3-dihydro2-methyl-1H-indol-1-yl)benzamide
Indapamide, Pharmaceutical Secondary Standard; Certified Reference Material
3-(aminosulphonyl)-4-chloro-N-(2-methyl-2,3-dihydro-1H-indol-1--yl)benzamide
3-(aminosulphonyl)-4-chloro-N-(2-methyl-2,3-dihydro-1H-indol-1-yl)benzamide
4-Chloro-N-((2RS)-2-methyl-2,3-dihydro-1H-indol-1-yl)-3-sulfamoylbenzamide
4-chloro-N-(2-methyl-2,3-dihydro-1H-indol-1-yl)-3-sulfamoylbenzenecarboximidic acid
248-012-7
N-(4-Chloro-3-sulfamoylbenzamido)-2-methylindoline;3-(Aminosulfonyl)-4-c hloro-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)benzamide; Racemic indapamide; Rac indapamide
N-(4-Chloro-3-sulfamoylbenzamido)-2-methylindoline;3-(Aminosulfonyl)-4-chloro-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)benzamide;Racemi c indapamide;Rac indapamide