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Tiotropium bromide

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Identification
Molecular formula
C19H22BrNO4S2
CAS number
136310-93-5
IUPAC name
5-[2-[3-(tert-butylamino)-2-hydroxy-propyl]sulfanylthiazol-4-yl]thiophene-2-carboxamide
State
State

At room temperature, tiotropium bromide is typically found as a solid due to its crystalline structure. It is usually handled as a powder in pharmaceutical formulations.

Melting point (Celsius)
225.00
Melting point (Kelvin)
498.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
273.15
General information
Molecular weight
472.41g/mol
Molar mass
0.0000g/mol
Density
1.6628g/cm3
Appearence

Tiotropium bromide is a white crystalline powder. It may vary in consistency from a fine dust to larger, more structured crystals, depending on how it has been processed prior to observation.

Comment on solubility

Solubility Characteristics

The compound 5-[2-[3-(tert-butylamino)-2-hydroxy-propyl]sulfanylthiazol-4-yl]thiophene-2-carboxamide, with the chemical formula C19H22BrNO4S2, exhibits intriguing solubility properties that can be influenced by its molecular structure.

Key Factors Influencing Solubility:

  • Polarity: The presence of polar functional groups such as –NH and –OH in the structure suggests that the compound may have significant interactions with polar solvents, enhancing its solubility in such environments.
  • Hydrophobic Regions: The tert-butyl group contributes to hydrophobic characteristics, which may lead to decreased solubility in water but increased solubility in organic solvents.
  • Acid-Base Interactions: Depending on the pH of the solution, the ionization of certain functional groups could further influence solubility, allowing for increased solubility in either acidic or basic conditions.

Solubility in Various Solvents:

Given its structural features, we can infer the following solubility tendencies:

  • Water: Likely to have **limited solubility** due to the bulky tert-butyl group.
  • Organic Solvents: More favorable solubility in **organic solvents** such as ethanol or dimethyl sulfoxide (DMSO), which can stabilize interactions with the polar functional groups.

The solubility profile can be summarized as a delicate balance between its polar and non-polar characteristics, which ultimately dictates its behavior in various chemical environments. As with many organic compounds, specific measurements would provide clearer insights into its solubility dynamics.

Interesting facts

Interesting Facts About 5-[2-[3-(tert-butylamino)-2-hydroxy-propyl]sulfanylthiazol-4-yl]thiophene-2-carboxamide

This compound is a fascinating example of modern medicinal chemistry, combining multiple functional groups that enhance its biological activity. Here are some intriguing points about this compound:

  • Complex Structure: The molecular architecture includes a thiazole ring and a thiophene moiety, both of which are known for their significant roles in pharmacology.
  • Biological Implications: Compounds containing sulfur can exhibit a variety of biological activities, including antimicrobial, anti-inflammatory, and anticancer properties.
  • Structure-Activity Relationship (SAR): The presence of the tert-butylamino group adds lipophilicity, improving the compound's ability to permeate biological membranes, which is crucial for drug efficacy.
  • Therapeutic Potential: Research into similar compounds has shown that they can potentially serve as scaffolds for the development of new therapeutic agents targeting various diseases.

As a chemistry student, understanding the multifaceted interactions and implications of such complex compounds can significantly deepen your appreciation for the field of organic synthesis and drug development. Not only do compounds like this provide insight into structure-activity relationships, but they also encourage the exploration of innovative treatments in medicine. The study of these intricate molecules continues to be a driving force in advancing pharmaceutical science.

Overall, this compound embodies the merger of chemistry and biology, illustrating how intricate design principles can lead to breakthroughs in health sciences.

Synonyms
Arotinolol
68377-92-4
Arotinolol [INN]
5-(2-((3-(tert-Butylamino)-2-hydroxypropyl)thio)thiazol-4-yl)thiophene-2-carboxamide
Arotinololum
Arotinololum [Latin]
(+-)-Arotinolol
UNII-394E3P3B99
Arotinolol (INN)
394E3P3B99
Arotinolol free base
NSC-317940
2-(3-tert-Butylamino-2-hydroxypropylthio)-4-(5-carbamoyl-2-thienyl)thiazole
AROTINOLOL [MI]
5-[2-[3-(tert-butylamino)-2-hydroxypropyl]sulfanyl-1,3-thiazol-4-yl]thiophene-2-carboxamide
NSC 317940
AROTINOLOL [WHO-DD]
S-596
DTXSID3022619
68377-92-4 (free base)
2-Thiophenecarboxamide, 5-(2-((3-((1,1-dimethylethyl)amino)-2-hydroxypropyl)thio)-4-thiazolyl)-
Arotinololum (Latin)
2-(3'-tert-Butylamino-2'-hydroxypropylthio)-4-(5'-carbamoyl-2'-thienyl)thiazole hydrochloride
(+-)-5-(2-((3-(tert-Butylamino)-2-hydroxypropyl)thio)-4-thiazolyl)-2-thiophenecarboxamide
2-Thiophenecarboxamide,5-[2-[[3-[(1,1-dimethylethyl)amino]-2-hydroxypropyl]thio]-4-thiazolyl]-
C15H21N3O2S3
5-(2-((3-(tert-Butylamino)-2-hydroxypropyl)thio)-4-thiazolyl)-2-thiophenecarboxamide
(+/-)-5-(2-((3-(TERT-BUTYLAMINO)-2-HYDROXYPROPYL)THIO)-4-THIAZOLYL)-2-THIOPHENECARBOXAMIDE
5-(2-((3-(tert-butylamino)-2-hydroxypropyl)sulfanyl)-1,3-thiazol-4-yl)thiophene-2-carboxamide
5-(2-{[3-(tert-butylamino)-2-hydroxypropyl]sulfanyl}-1,3-thiazol-4-yl)thiophene-2-carboxamide
MFCD00865895
5-(2-((3-((1,1-Dimethylethyl)amino)-2-hydroxypropyl)thio)-4-thiazolyl)-2-thiophenecarboxamide
SCHEMBL80713
CHEMBL93298
DTXCID302619
BDBM81885
CHEBI:135569
NSC317940
AKOS016014208
DB09204
HY-122537A
BS-42433
CAS_52560-77-7
DB-055146
CS-0102757
C76165
D07465
SBI-0654652.0001
L013390
SR-01000944984
Q4795601
SR-01000944984-1
BRD-A28044053-001-01-7
5-(2-(3-(tert-butylamino)-2-hydroxypropylthio)thiazol-4-yl)thiophene-2-carboxamide
5-(2-{[3-(tert-butylamino)-2-hydroxypropyl]sulfanyl}-1,3-thiazol-4-yl)-2-thiophenecarboxamide
5-[2-({3-[(1,1-dimethylethyl)amino]-2-hydroxypropyl}thio)-1,3-thiazol-4-yl]thiophene-2-carboxamide