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Terbutaline

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Identification
Molecular formula
C12H19NO3
CAS number
23031-32-5
IUPAC name
5-[2-(tert-butylamino)-1-hydroxy-ethyl]benzene-1,3-diol
State
State

Terbutaline is usually encountered in solid form at room temperature, often formulated into tablets, inhalers, or solutions for medical use.

Melting point (Celsius)
119.00
Melting point (Kelvin)
392.15
Boiling point (Celsius)
273.00
Boiling point (Kelvin)
546.15
General information
Molecular weight
225.29g/mol
Molar mass
225.2780g/mol
Density
1.2058g/cm3
Appearence

Terbutaline is typically a white to off-white crystalline powder. It is odorless and has a bitter taste. The compound is hygroscopic, meaning it can absorb moisture from the air.

Comment on solubility

Solubility Characteristics of 5-[2-(tert-butylamino)-1-hydroxy-ethyl]benzene-1,3-diol

The solubility of 5-[2-(tert-butylamino)-1-hydroxy-ethyl]benzene-1,3-diol (C12H19NO3) can be influenced by several factors due to its complex structure. Understanding its solubility behavior is essential for its applications in various fields.

Factors Influencing Solubility:

  • Molecular Structure: The presence of a hydroxyl group contributes to potential hydrogen bonding with water, enhancing its solubility. However, the bulky tert-butyl group can impart some hydrophobic characteristics.
  • Polarity: The polarity of the molecule is affected by the balance between hydrophilic (amine and hydroxyl) and hydrophobic (tert-butyl) groups, which can significantly affect the solubility in polar solvents like water.
  • Temperature: Like many organic compounds, solubility may increase with temperature, allowing for more interaction between the solute and solvent molecules.

In practical terms, one might observe the following:

  1. It likely dissolves better in polar solvents compared to non-polar solvents.
  2. Its solubility might be limited at lower temperatures, necessitating careful thermal conditions for applications.
  3. Consideration of pH can also play a role, as the protonation state of the amine can affect solubility.

In summary, while the solubility of 5-[2-(tert-butylamino)-1-hydroxy-ethyl]benzene-1,3-diol is promising in polar environments, the interplay of its structural components makes it a compound warranting careful study to fully understand its solubility profile.

Interesting facts

Interesting Facts about 5-[2-(tert-butylamino)-1-hydroxy-ethyl]benzene-1,3-diol

5-[2-(tert-butylamino)-1-hydroxy-ethyl]benzene-1,3-diol, a compound with intriguing properties, is a notable member of the family of phenolic compounds. Here are some fascinating insights into its structure and applications:

  • Structure and Functionality: The compound features a benzene ring substituted with hydroxyl groups, contributing to its potential antioxidant properties. The presence of the tert-butylamino group enhances its ability to interact with biological systems.
  • Biological Significance: Phenolic compounds are known for their health benefits, often exhibiting anti-inflammatory and neuroprotective activities. This compound's unique structure could lead to promising research in medicinal chemistry.
  • Potential Applications: Given its structure, this compound may have applications in pharmaceuticals, particularly as a lead compound or scaffold in drug design targeting neurodegenerative diseases.
  • Synthesis Challenges: Synthesizing this compound may pose challenges due to steric hindrances introduced by the bulky tert-butyl group, making careful consideration of reaction conditions essential for successful yields.
  • Research Opportunities: The intersection of organic synthesis and medicinal chemistry presents a wealth of research opportunities. Investigating the mechanisms of action and biological impacts of this compound could lead to novel therapeutic strategies.

Overall, 5-[2-(tert-butylamino)-1-hydroxy-ethyl]benzene-1,3-diol represents a compelling subject of study within the realm of chemical research, with its multifaceted nature sparking interest among scientists and students alike.

Synonyms
terbutaline
23031-25-6
Terbutalin
Brican
Brethine
Bricaril
Terbutalina
Terbutalinum
Bricar
Bricyn
Bricanyl
Brethaire
Terbutalina [DCIT]
Asthmasian
Terbutalinum [INN-Latin]
Terbutalino [INN-Spanish]
5-[2-(tert-butylamino)-1-hydroxyethyl]benzene-1,3-diol
1,3-Benzenediol, 5-[2-[(1,1-dimethylethyl)amino]-1-hydroxyethyl]-
5-(2-(tert-Butylamino)-1-hydroxyethyl)benzene-1,3-diol
N8ONU3L3PG
TERBUTALINE HEMISULFATE
Terbutaline (INN)
CHEBI:9449
KWD-2019
Aerodur; Brican; Bricar
1,3-Benzenediol, 5-(2-((1,1-dimethylethyl)amino)-1-hydroxyethyl)-
5-(2-((1,1-DIMETHYLETHYL)AMINO)-1-HYDROXYETHYL)-1,3-BENZENEDIOL
DTXSID7021310
23031-25-6 (free base)
(+-)-Terbutaline
Terbutalino
Benzyl alcohol, alpha-((t-butylamino)methyl)-3,5-dihydroxy-
5-{2-[(1,1-dimethylethyl)amino]-1-hydroxyethyl}benzene-1,3-diol
TERBUTALINE [INN]
Terbutaline [INN:BAN]
(RS)-5-(2-(TERT-BUTYLAMINO)-1-HYDROXYETHYL)BENZENE-1,3-DIOL
5-[2-[(1,1-dimethylethyl)amino]-1-hydroxyethyl]-1,3-benzenediol
Asthmasian (TN)
EINECS 245-385-8
UNII-N8ONU3L3PG
BRN 2370513
SR-01000000174
(+-)-5-(2-((1,1-Dimethylethyl)amino)-1-hydroxyethyl)-1,3-benzenediol
Bricanyl (Salt/Mix)
Terbutaline,(+/-)
Brethaire (Salt/Mix)
Spectrum_001030
TERBUTALINE [MI]
1164563-86-3
Prestwick0_000391
Prestwick1_000391
Prestwick2_000391
Prestwick3_000391
Spectrum2_001327
Spectrum3_000593
Spectrum4_000870
Spectrum5_001262
1,3-Benzenediol, 5-(2-((1,1-dimethylethyl)amino)-1-hydroxyethyl)-, (+-)-
TERBUTALINE [VANDF]
SCHEMBL4391
CHEMBL1760
Lopac0_001126
Oprea1_823972
BSPBio_000601
BSPBio_002066
GTPL560
KBioGR_001539
KBioSS_001510
TERBUTALINE [WHO-DD]
DivK1c_000078
SPBio_001453
SPBio_002522
BPBio1_000663
DTXCID001310
Terbutaline sulfate (Salt/Mix)
BDBM25770
HY-B0802A
KBio1_000078
KBio2_001510
KBio2_004078
KBio2_006646
KBio3_001566
R03AC03
R03CC03
NINDS_000078
PDSP1_000158
PDSP2_000157
AKOS015889885
CCG-205201
DB00871
SDCCGSBI-0051094.P005
IDI1_000078
NCGC00016010-03
NCGC00016010-04
NCGC00016010-06
NCGC00016010-16
NCGC00089821-02
AS-86376
FD157433
SBI-0051094.P004
Terbutaline 1000 microg/mL in Acetonitrile
AB00053548
CS-0013822
NS00001890
C07129
D08570
EN300-151467
AB00053548_15
L000594
Q424340
SR-01000000174-2
1-(3',5'-dihydroxyphenyl)-2-(t-butylamino)-ethanol
BRD-A50157456-065-02-4
BRD-A50157456-065-12-3
BRD-A50157456-065-20-6
BAMBUTEROL HYDROCHLORIDE IMPURITY A [EPIMPURITY]
5-[2-(tert-Butylamino)-1-hydroxyethyl]-1,3-benzenediol #
5-[2-(tert-butylamino)-1-hydroxyethyl]benzene-1,3-diol, 5
Benzyl alcohol, .alpha.-((t-butylamino)methyl)-3,5-dihydroxy-
5-[(1RS)-2-(tert-butylamino)-1-hydroxyethyl]benzene-1,3-diol
5-[2-[(1,1-Dimethylethyl)-amino]-1-hydroxyethyl]-1,3-benzenediol
245-385-8