1,2,3,4-Tetrahydroisoquinoline - ≥95% , CAS No.91-21-4

CAS: 91-21-4 Cat. No.: T139420 Molecular Weight: 133.19 Beilstein Registry Number: 116156 EC Number: 202-050-0 PubChem CID: 7046

GRADE & PURITY ≥95%

Synonyms

MFCD00006896 | NSC15312 | NSC-15312 | 1,2,3,4,-tetrahydro-isoquinoline | Tox21_200374 | 1,2,3,4-Tetrahydro isoquinoline | 2CK | FT-0600443 | T1676 | BRN 0116156 | EINECS 202-050-0 | NSC 15312 | STL182848 | tetrahyroisoquinoline | Q-102336 | 1,2,3,4-Tetrah

Storage

Argon charged,Room temperature

Shipped In

Normal

Specifications

Synonyms

MFCD00006896 | NSC15312 | NSC-15312 | 1, 2, 3, 4, -tetrahydro-isoquinoline | Tox21_200374 | 1, 2, 3, 4-Tetrahydro isoquinoline | 2CK | FT-0600443 | T1676 | BRN 0116156 | EINECS 202-050-0 | NSC 15312 | STL182848 | tetrahyroisoquinoline | Q-102336 | 1, 2, 3, 4-Tetrah

Specifications & Purity

≥95%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 488180261
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180261
• Canonical Smiles: C1CNCC2=CC=CC=C21
• IUPAC Name: 1,2,3,4-tetrahydroisoquinoline
• InChIKey: UWYZHKAOTLEWKK-UHFFFAOYSA-N
• INCHI: 1S/C9H11N/c1-2-4-9-7-10-6-5-8(9)3-1/h1-4,10H,5-7H2
• Isomeric SMILES: C1CNCC2=CC=CC=C21
• WGK Germany: 3
• RTECS: NX4900000
• PubChem CID: 7046
• Molecular Weight: 133.19
• Beilstein: 116156
• Reaxy-Rn: 116156

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Tetrahydroisoquinolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Tetrahydroisoquinolines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Tetrahydroisoquinolines
• Alternative Parents: Aralkylamines Benzenoids Dialkylamines Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Tetrahydroisoquinoline - Aralkylamine - Benzenoid - Azacycle - Secondary amine - Secondary aliphatic amine - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as tetrahydroisoquinolines. These are tetrahydrogenated isoquinoline derivatives.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ESR1 Tclin Estrogen receptor alpha (17718 Activities)

Discover Target: ESR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

Discover Target: HTR1A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MAOA Tclin Monoamine oxidase A (11911 Activities)

Discover Target: MAOA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MAOB Tclin Monoamine oxidase B (8835 Activities)

Discover Target: MAOB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLC6A3 Tclin Dopamine transporter (10535 Activities)

Discover Target: SLC6A3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PNMT Tchem Phenylethanolamine N-methyltransferase (540 Activities)

Discover Target: PNMT

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Rattus norvegicus (775804 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Adra2c Adrenergic receptor alpha-2 (3313 Activities)

Discover Target: Adra2c

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water at 20°C 20g/L.
• Sensitivity: air sensitive
• Refractive Index: 1.57
• Flash Point(°F): 210.2 °F
• Flash Point(°C): 99 °C
• Boil Point(°C): 233 °C
• Melt Point(°C): -30 °C
• Molecular Weight: 133.190 g/mol
• XLogP3: 1.600
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 133.089 Da
• Monoisotopic Mass: 133.089 Da
• Topological Polar Surface Area: 12.000 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 111.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Zhen-Hong He, Yuan-Yuan Wei, Na Li, Yong-Chang Sun, Shao-Yan Yang, Kuan Wang, Weitao Wang, Xiaoxue Ma, Zhao-Tie Liu.  (2022)  N-formylation of isoquinoline derivatives with CO2 and H2 over a heterogeneous Ru/ZIF-8 catalyst.  Journal of Experimental Nanoscience,      [PMID:] [10.1080/17458080.2022.2025781]

2. Pengbo Wang, Qian He, Hao Zhang, Qingdi Sun, Yujie Cheng, Tao Gan, Xiaohui He, Hongbing Ji.  (2020)  N-formylation of amines using phenylsilane and CO2 over ZnO catalyst under mild condition.  CATALYSIS COMMUNICATIONS,      [PMID:] [10.1016/j.catcom.2020.106195]

3. Dong-Liang Huang, Peng-Li Zhang, Ling-Ling Qu, Qiu-Yun Chen.  (2018)  Dye-sensitized hematite compososite photocatalyst and its photocatalytic performance of aerobic annulation.  JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY,      [PMID:] [10.1016/j.jphotochem.2018.04.037]

4. Qingqing Li, Zhiwei Sun, Yilin Wei, Zixu Ma, Liucheng Wang, Renfeng Nie.  (2024)  Acceptorless ambient-temperature dehydrogenation and reversible hydrogenation of N-heterocycles over single-atom Co-N-C catalysts.  APPLIED CATALYSIS B-ENVIRONMENTAL,      [PMID:] [10.1016/j.apcatb.2024.123959]

5. Lingzhi Wang, Yalei Gao, Yuying Chen, Zhenzhou Tang, Xiao Lin, Meng Bai, Pei Cao, Kai Liu.  (2025)  Discovery of Novel Pyridin-2-yl Urea Inhibitors Targeting ASK1 Kinase and Its Binding Mode by Absolute Protein–Ligand Binding Free Energy Calculations.  INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES,  26  (4): (1527).  [PMID:40003993] [10.3390/ijms26041527]

6. Yu Chen, Ming-Yu Qi, Zi-Rong Tang.  (2024)  Photoredox-promoted co-production of 3,4-dihydroisoquinoline and H2 over Pd-doped leaf-like CdS catalyst.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2024.114178]