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Sumatriptan

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Identification
Molecular formula
C14H21N3O2S
CAS number
103628-46-2
IUPAC name
1-[3-[2-(dimethylamino)ethyl]-1H-indol-5-yl]-N-methyl-methanesulfonamide
State
State
State: Solid at room temperature.
Melting point (Celsius)
169.00
Melting point (Kelvin)
442.00
Boiling point (Celsius)
488.90
Boiling point (Kelvin)
762.00
General information
Molecular weight
295.40g/mol
Molar mass
295.4040g/mol
Density
0.8967g/cm3
Appearence
Appearance: White to off-white crystalline solid.
Comment on solubility

Solubility of 1-[3-[2-(dimethylamino)ethyl]-1H-indol-5-yl]-N-methyl-methanesulfonamide

The compound 1-[3-[2-(dimethylamino)ethyl]-1H-indol-5-yl]-N-methyl-methanesulfonamide, with the chemical formula C14H21N3O2S, exhibits notable solubility characteristics that are crucial for its applications in chemical and pharmaceutical contexts. Understanding its solubility can be summarized through the following points:

  • The presence of the dimethylamino group implies potential for significant solvation, enhancing its affinity for polar solvents.
  • The methanesulfonamide moiety suggests that it may be soluble in both water and organic solvents, given the sulfonamide's solubilizing properties.
  • Its indole structure is generally known to impart some hydrophobicity, which can influence overall solubility by decreasing interaction with water.

As a result, solubility in this compound can be expected to be:

  • Moderate to high in polar solvents, possibly including water.
  • Varied in non-polar organic solvents, potentially depending on the specific solvent used.

Considering these factors, it is essential to evaluate specific solubility tests to understand how these interactions manifest in practical applications. The balance of hydrophilic and hydrophobic elements within the molecule plays a vital role in defining its solubility profile.

Interesting facts

Interesting Facts about 1-[3-[2-(dimethylamino)ethyl]-1H-indol-5-yl]-N-methyl-methanesulfonamide

This compound, often referred to by its more manageable name, exhibits intriguing properties and a wide range of applications in the field of chemistry and pharmacology. Here are some noteworthy aspects:

  • Diverse Applications: This compound has shown promise in medicinal chemistry, particularly as a potential therapeutic agent. Its structure is reminiscent of various biologically active molecules, making it a candidate for drug development.
  • Indole Framework: The presence of the indole moiety, a common feature in many natural products, contributes to the compound's biological activity. Indoles are known for their role in neurotransmitter action, and this compound is no exception.
  • Dimethylamino Group: The incorporation of the dimethylamino group enhances the compound's solubility and bioavailability, which is crucial for its efficacy as a potential drug. It serves to optimize interactions with biological targets.
  • Structure-Activity Relationship: Understanding the structure-activity relationship (SAR) of this compound can lead to modifications that improve its performance as a pharmaceutical agent. Researchers are keen to explore how subtle changes in structure affect its pharmacodynamic properties.
  • Targeting Diseases: Due to its structural features, this compound may have applications in treating neurological disorders, highlighting the ongoing research in the field of neuropharmacology.

As one can see, this compound not only showcases the complexity and creativity of chemical synthesis but also embodies the ongoing quest to discover new medications. The innovative combination of various functional groups into a single molecular entity highlights the art and science behind drug design.

“Chemistry is the stories we tell about atoms.” – John Green

Synonyms
sumatriptan
103628-46-2
Sumatran
Sumax
Imitrex
Imigran
Sumatriptanum
Sumatriptanum [INN-Latin]
GR-43175
3-(2-(Dimethylamino)ethyl)-N-methyl-1H-indole-5-methanesulfonamide
GR 43175X
1H-Indole-5-methanesulfonamide, 3-[2-(dimethylamino)ethyl]-N-methyl-
GR 43175
UNII-8R78F6L9VO
1-[3-(2-dimethylaminoethyl)-1H-indol-5-yl]-N-methyl-methanesulfonamide
1-{3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethanesulfonamide
Zecuity
BRN 6930870
TOSYMRA
8R78F6L9VO
AVP825
DFN-11
3-[2-(Dimethylamino)ethyl]-N-methylindole-5-methanesulfonamide
DTXSID4023628
CHEBI:10650
HSDB 7742
Tosymra (nasal spray)
AVP 825
AVP-825
N02CC01
1-(3-(2-(dimethylamino)ethyl)-1H-indol-5-yl)-N-methylmethanesulfonamide
Imitrex (TN)
CHEMBL128
DFN-11 (SUMATRIPTAN INJECTION)
Sumatriptan [USP:INN:BAN]
DTXCID303628
3-[2-(Dimethylamino)ethyl]-N-methyl-1H-indole-5-methanesulfonamide
(3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl)-N-methylmethanesulfonamide
1-[3-[2-(dimethylamino)ethyl]-1H-indol-5-yl]-N-methylmethanesulfonamide
1H-Indole-5-methanesulfonamide, 3-(2-(dimethylamino)ethyl)-N-methyl-
NCGC00095838-01
Sumatriptanum (INN-Latin)
SUMATRIPTAN (MART.)
SUMATRIPTAN [MART.]
SUMATRIPTAN (USP-RS)
SUMATRIPTAN [USP-RS]
Sumatriptan (USP:INN:BAN)
SUMATRIPTAN (USP MONOGRAPH)
SUMATRIPTAN [USP MONOGRAPH]
SMR000596517
Imigran (TN)
CAS-103628-46-2
3-(2-(Dimethylamino)ethyl)-N-methylindole-5-methanesulfonamide
Sumatriptan (JAN/USP/INN)
3-[2-(Dimethylamino)ethyl]-N-methy-1H-indole-5-methanesulfonamide
Imigran Recovery
(3-(2-(dimethylamino)ethyl)-1H-indol-5-yl)-N-methylmethanesulfonamide
{3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethanesulfonamide
1-(3-(2-dimethylaminoethyl)-1H-indol-5-yl)-N-methyl-methanesulfonamide
3-(2-(DIMETHYLAMINO)ETHYL)-N-METHY-1H-INDOLE-5-METHANESULFONAMIDE
1-[3-(2-dimethylaminoethyl)-1H-indol-5-yl]-N-methylmethanesulfonamide
SUMATRIPTAN [MI]
SUMATRIPTAN [INN]
SUMATRIPTAN [JAN]
SUMATRIPTAN [HSDB]
GTPL54
SUMATRIPTAN [VANDF]
SCHEMBL1482
BSPBio_002304
SUMATRIPTAN [WHO-DD]
MLS001195659
MLS001304742
BIDD:GT0248
SPECTRUM1505372
Sumatriptan - Bio-X trade mark
HY-B0121B
SUMATRIPTAN [ORANGE BOOK]
HMS2231B21
HMS3369A05
BCP02237
Tox21_111528
BDBM50005835
MFCD00866222
STL451003
AKOS015894924
Tox21_111528_1
CCG-230331
DB00669
NCGC00095838-02
NCGC00095838-03
NCGC00095838-04
BS164424
FD146133
SBI-0206837.P001
CS-0009565
NS00009397
C07319
C90357
D00451
EN300-123008
AB00698285-12
AB00698285-13
AB00698285_14
AB00698285_15
L000584
Q416978
BRD-K50938287-001-01-7
BRD-K50938287-001-09-0
BRD-K50938287-036-12-0
BRD-K50938287-036-13-8
3-[2-(dimethylamino)ethyl]-N-methyl-1H-indole-5-methanesulphonamide
(3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl)-N-methylmethanesulfonamide #
3-[2-(dimethylamino)ethyl]-N-methyl-1H-indole -5-methanesulphonamide