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1,2,3,4-Tetrahydroisoquinoline

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Identification
Molecular formula
C9H11N
CAS number
91-21-4
IUPAC name
1,2,3,4-tetrahydroisoquinoline
State
State

This compound is a liquid at room temperature.

Melting point (Celsius)
21.00
Melting point (Kelvin)
294.15
Boiling point (Celsius)
243.00
Boiling point (Kelvin)
516.15
General information
Molecular weight
133.19g/mol
Molar mass
133.1890g/mol
Density
0.9882g/cm3
Appearence

1,2,3,4-Tetrahydroisoquinoline is a colorless to pale yellow liquid. It may darken upon exposure to air and light.

Comment on solubility

Solubility Characteristics of 1,2,3,4-Tetrahydroisoquinoline

1,2,3,4-tetrahydroisoquinoline, a bicyclic compound, exhibits unique solubility properties that are important for various applications in chemical research and pharmaceutical development. Here are some key points regarding its solubility:

  • Polar Solvents: 1,2,3,4-tetrahydroisoquinoline is generally soluble in polar organic solvents. This solubility is attributed to the presence of nitrogen atoms in its structure, which can engage in hydrogen bonding.
  • Non-Polar Solvents: Conversely, its solubility in non-polar solvents is limited, making it less favorable for applications requiring non-polar environments.
  • Water Solubility: The aqueous solubility of this compound is quite low, which is typical for many nitrogen-containing heterocycles.
  • Temperature Dependence: Solubility can also be influenced by temperature, generally increasing as temperature rises, which is common for many organic compounds.

In summary, the solubility of 1,2,3,4-tetrahydroisoquinoline highlights its compatibility with specific solvents and its limitations in others. Understanding these solubility characteristics is crucial for optimizing its use in various scientific applications.

Interesting facts

Interesting Facts About 1,2,3,4-Tetrahydroisoquinoline

1,2,3,4-Tetrahydroisoquinoline is a fascinating compound that belongs to the isoquinoline family, which is characterized by a bicyclic structure composed of a benzene ring fused to a pyridine ring. Here are some intriguing aspects of this compound:

  • Biological Significance: This compound serves as a precursor to numerous natural products and bioactive compounds, highlighting its importance in medicinal chemistry.
  • Pharmacological Properties: Research has shown that 1,2,3,4-tetrahydroisoquinoline derivatives exhibit a range of biological activities, including antitumor, anti-inflammatory, and neuroprotective effects, making them a subject of interest in drug development.
  • Synthetic Pathways: The synthesis of this compound can be achieved through various methods, including the Pictet-Spengler reaction, which adds to its synthetic versatility.
  • Structure-Activity Relationship (SAR): This compound offers an excellent platform to explore SAR studies; small changes in its structure can significantly affect its activity, leading to the design of new therapeutic agents.
  • Role in Neurochemistry: Tetrahydroisoquinolines have been implicated in neurological studies, where they may mimic or modulate the effects of various neurotransmitters.

Researchers continue to explore the potential of 1,2,3,4-tetrahydroisoquinoline, as its unique chemical properties open new avenues for discovering innovative therapies.

In the words of a renowned chemist, "Understanding the intricate dance of molecules and their effects can unlock the door to groundbreaking advancements in medicine."


Synonyms
1,2,3,4-Tetrahydroisoquinoline
91-21-4
Tetrahydroisoquinoline
1,2,3,4-Tetrahydro-isoquinoline
ISOQUINOLINE, 1,2,3,4-TETRAHYDRO-
MFCD00006896
EINECS 202-050-0
1,2,3,4-Tetrahydro-2-isoquinoline
NSC 15312
3,4-dihydro-1H-isoquinoline
1,2,3,4-Tetrahydro-2-azanaphthalene
BRN 0116156
DTXSID6026115
AI3-15931
1,2,3,4-Tetrahydro isoquinoline
NSC-15312
UNII-56W89FBX3E
CHEMBL14346
56W89FBX3E
DTXCID106115
EC 202-050-0
5-20-06-00320 (Beilstein Handbook Reference)
tetrahydro-isoquinoline
((1R,3S)-2-benzyl-6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinolin-3-yl)diphenylmethanol
{(1R,3S)-2-benzyl-6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinolin-3-yl}diphenylmethanol
1,2,3,4-Tetrahydro-2-azanaphthalene; 1,2,3,4-Tetrahydro-2-isoquinoline; 1,2,3,4-Tetrahydroisoquinoline; 3,4-Dihydro-1H-isoquinoline; NSC 15312;
tetrahyroisoquinoline
THIQ 6
racemic tetrahydroisoquinoline
SCHEMBL19085
WLN: T66 CMT&J
1,3,4-Tetrahydroisoquinoline
1,2,3,4-Tetrahydroleucoline
3,4-dihydro-1 H-isoquinoline
1,2,3,4 Tetrahydroisoquinoline
1,2,3,4-tetrahydroisochinoline
1,2.3.4-tetrahydroisoquinoline
BDBM13016
CHEBI:125498
1,2,3,4- Tetrahydroisoquinoline
1,2,3,4-?Tetrahydroisoquinoline
1,2,3,4-tetra-hydroisoquinoline
Isoquinoline, 1,2,3,4tetrahydro
1,2,3,4,-tetrahydro-isoquinoline
NSC15312
Tox21_200374
1, 2, 3, 4-tetrahydroisoquinoline
STL182848
1, 2, 3, 4 Tetrahydroisoquinoline
1, 2, 3, 4-tetrahydro-isoquinoline
AKOS000119066
CS-W002013
1,2,3,4-Tetrahydroisoquinoline, 95%
CAS-91-21-4
NCGC00091283-01
NCGC00091283-02
NCGC00257928-01
SY001156
TS-01726
DB-005616
NS00008017
T1676
EN300-18301
L001004
Q411677
BRD-K18436203-001-01-4
Z57834231
F2190-0352
1 pound not2 pound not3 pound not4-Tetrahydro-isoquinoline
(1R,3S)-Methyl 2-benzyl-6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate
2CK