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Salbutamol

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Identification
Molecular formula
C13H21NO3
CAS number
18559-94-9
IUPAC name
(2S)-2-[2-[[(1S)-1-(hydroxymethyl)propyl]amino]ethylamino]butan-1-ol
State
State

At room temperature, salbutamol as a base is typically a solid powder. It is often available in pharmaceutical formulations such as tablets, inhalers, and syrups. In inhalers, it is presented as a compressed gas mixture.

Melting point (Celsius)
151.00
Melting point (Kelvin)
424.15
Boiling point (Celsius)
206.25
Boiling point (Kelvin)
479.40
General information
Molecular weight
239.31g/mol
Molar mass
239.3110g/mol
Density
1.2000g/cm3
Appearence

Salbutamol, commonly known as albuterol, typically appears as a white or off-white powder. It is often formulated as an aerosol for inhalation. It is a racemic mixture and as a free base, it's slightly soluble in water.

Comment on solubility

Solubility of (2S)-2-[2-[[[1S]-1-(hydroxymethyl)propyl]amino]ethylamino]butan-1-ol

The solubility of the compound (2S)-2-[2-[[[1S]-1-(hydroxymethyl)propyl]amino]ethylamino]butan-1-ol is an intriguing aspect worth exploring, particularly due to its complex structure. This molecule, which contains multiple functional groups, exhibits unique solubility characteristics:

  • Polar Nature: The presence of hydroxyl (-OH) groups enhances its polarity, typically increasing solubility in polar solvents such as water.
  • Hydrogen Bonding: The ability to form hydrogen bonds with water molecules likely contributes significantly to its solubility, making it more soluble in aqueous environments.
  • Amine Groups: The amine functional groups also increase interaction with solvents, leading to better solvation and potentially higher solubility.
  • pH Sensitivity: Depending on the pH of the solution, the ionization state of the amine groups may change, affecting solubility; generally, protonated amines are more soluble in water.

In summary, the solubility behavior of (2S)-2-[2-[[[1S]-1-(hydroxymethyl)propyl]amino]ethylamino]butan-1-ol is primarily influenced by:

  1. The number and type of functional groups present.
  2. The molecular interactions with the solvent.
  3. Environmental factors such as pH.

Overall, one could conclude that this compound is likely to be soluble in physiological environments, making it suitable for various applications where solubility is a crucial factor.

Interesting facts

Interesting Facts about (2S)-2-[2-[[(1S)-1-(hydroxymethyl)propyl]amino]ethylamino]butan-1-ol

(2S)-2-[2-[[(1S)-1-(hydroxymethyl)propyl]amino]ethylamino]butan-1-ol is a fascinating compound that plays a significant role in the field of biochemistry and pharmaceuticals. Here are some intriguing aspects of this compound:

  • Biological Significance: This compound is a derivative of amino alcohols, which are essential in the production of various biomolecules. Amino alcohols are well-known building blocks in the synthesis of neurotransmitters and hormones.
  • Chirality: The presence of multiple stereocenters (notably at the 2 and 1 positions) contributes to the compound's chirality. Chirality in compounds can lead to vastly different effects in biological systems, making enantiomers crucial in drug development.
  • Potential Therapeutic Applications: Compounds with similar structures have been researched for their use in treating Alzheimer's disease and other neurodegenerative disorders due to their ability to influence neurotransmitter levels in the brain.
  • Structure-Activity Relationship: This compound's structure provides a basis for studying the influence of amino acid side chains on its biological activity. Understanding this relationship can aid in designing more effective drugs.
  • Synthesis Challenges: The synthesis of such compounds can be challenging due to their complex structure. Chemists often need to employ advanced techniques and protective groups in synthetic strategies to achieve high yields of specific stereoisomers.
  • Natural Precursor: Some amino alcohols are derived from natural sources, which raises interesting discussions about the synthesis techniques and modifications that can enhance their pharmaceutical properties.

As scientists continue to explore compounds like (2S)-2-[2-[[[1S]-1-(hydroxymethyl)propyl]amino]ethylamino]butan-1-ol, we gain insights into the intricate relationships between structure and function in biological systems. This compound exemplifies the beauty and complexity of chemistry in nature.

Synonyms
ethambutol
74-55-5
Ethambutolum
Aethambutolum
Diambutol
D-Ethambutol
(+)-S,S-Ethambutol
Etambutol
(+)-ethambutol
(S,S)-ethambutol
Etambutolo [DCIT]
Etambutolo
Purderal
S,S-Ethambutol
Etambutol [INN-Spanish]
Ethambutolum [INN-Latin]
CHEBI:4877
Ethambutol [INN:BAN]
(+)-2,2'-(Ethylenediimino)di-1-butanol
(2S)-2-[2-[[(2S)-1-hydroxybutan-2-yl]amino]ethylamino]butan-1-ol
Ethambutol (INN)
HSDB 3078
(+)-N,N'-Bis(1-(hydroxymethyl)propyl)ethylenediamine
ETHAMBUTOL [MI]
ETHAMBUTOL [INN]
EINECS 200-810-6
ETHAMBUTOL [HSDB]
ETHAMBUTOL [VANDF]
8G167061QZ
D-2,2'-(Ethylenediimino)di-1-butanol
ETHAMBUTOL [WHO-DD]
D-2,2'-(Ethylenediimino)bis(1-butanol)
DTXSID8023006
1-Butanol, 2,2'-(1,2-ethanediyldiimino)bis-, (S-(R*,R*))-
1-Butanol, 2,2'-(ethylenediimino)di-, (+)-
d,N,N'-Bis(1-hydroxymethylpropyl)ethylenediamine
D-N,N'-Bis(1-hydroxymethylpropyl)ethylenediamine
(R)-2,2'-(1,2-Ethanediyldiimino)bis-1-butanol
(2S,7S)-2,7-diethyl-3,6-diazaoctane-1,8-diol
(2S,2'S)-2,2'-(ethane-1,2-diyldiimino)dibutan-1-ol
Etambutol (INN-Spanish)
(2S)-2-[(2-{[(2S)-1-hydroxybutan-2-yl]amino}ethyl)amino]butan-1-ol
Ethambutolum (INN-Latin)
1-Butanol, 2,2'-(1,2-ethanediyldiimino)bis-, (R)-
(2S,2S)-2,2-(ETHANE-1,2-DIYLDIIMINO)DIBUTAN-1-OL
1-Butanol, 2,2'-(1,2-ethanediyldiimino)bis-, [S-(R*,R*)]-
1-Butanol, 2,2'-(1,2-ethanediyldiimino)bis-, (R-(R*,R*))-
(2S)-2-((2-(((2S)-1-hydroxybutan-2-yl)amino)ethyl)amino)butan-1-ol
(2S)-2-(2-(((2S)-1-hydroxybutan-2-yl)amino)ethylamino)butan-1-ol
DTXCID703006
J04AK02
2,2'-(1,2-Ethanediyldiimino)-Bis-1-Butanol
200-810-6
Myambutol
Tibutol
(2S,2'S)-2,2'-(Ethane-1,2-diylbis(azanediyl))bis(butan-1-ol)
EMB
(2R)-2-[2-(1-hydroxybutan-2-ylamino)ethylamino]butan-1-ol
1-Butanol, 2,2'-(1,2-ethanediyldiimino)bis-, (2S,2'S)-
NCGC00178864-03
(2S)-2-[2-[[(1S)-1-(hydroxymethyl)propyl]amino]ethylamino]butan-1-ol
UNII-8G167061QZ
Servambutol (TN)
95E
Ethambutol & EEP
Ethambutol & Propolis
Spectrum_001058
Spectrum2_001014
Spectrum3_000426
Spectrum4_000545
Spectrum5_000702
Myambutol (dihydrochloride)
SCHEMBL3399
BSPBio_002012
KBioGR_001209
KBioSS_001538
CHEMBL44884
DivK1c_000561
SPBio_001167
CL 40881 (dihydrochloride)
GTPL12996
KBio1_000561
KBio2_001538
KBio2_004106
KBio2_006674
KBio3_001232
NINDS_000561
DTXSID901028179
HY-B0535
BDBM50448407
DB00330
IDI1_000561
NCGC00178864-01
NCGC00178864-04
[7R-(7alpha,8beta,9alpha,10alpha)]-2'-deoxy-N-(7,8,9,10-tetrahydro-7,8,9-trihydroxybenzo[a]pyren-10-yl)guanosine
DA-63293
SBI-0051375.P003
NS00000393
C06984
D07925
D94801
EN300-150035
AB00053473_04
AB00053473_05
Q412318
(S,S)-2,2'-(1,2-Ethanediyldiimino)bis-1-butanol
BRD-K93231391-300-03-1
BRD-K93231391-300-05-6
BRD-K93231391-300-06-4
(+)-(S,S)-2,2'-(1,2-Ethylenediimino)-di-1-butanol
(2R*,2'R*)-2,2'-(Ethane-1,2-diyldiimino)dibutan-1-ol