Identification
- Generic Name
- 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline
- DrugBank Accession Number
- DB08550
- Background
Potent reversible inhibitor of phenylethanolamine N-methyltransferase.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline (DB08550)
- Weight
- Average: 202.08
Monoisotopic: 201.011204707 - Chemical Formula
- C9H9Cl2N
- Synonyms
- Not Available
- External IDs
- SKF-64139 FREE BASE
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
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Not Available
- Mechanism of action
Target Actions Organism UPhenylethanolamine N-methyltransferase Not Available Humans - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates.Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Integrate drug-drug
interactions in your software1,2-Benzodiazepine The risk or severity of adverse effects can be increased when 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline is combined with 1,2-Benzodiazepine. Abciximab The risk or severity of bleeding and hemorrhage can be increased when 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline is combined with Abciximab. Acarbose 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline may increase the hypoglycemic activities of Acarbose. Acebutolol 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline may increase the hypotensive activities of Acebutolol. Acenocoumarol The risk or severity of bleeding and hemorrhage can be increased when 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline is combined with Acenocoumarol. Acetazolamide The risk or severity of adverse effects can be increased when Acetazolamide is combined with 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline. Acetohexamide 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline may increase the hypoglycemic activities of Acetohexamide. Acetophenazine The risk or severity of extrapyramidal symptoms can be increased when 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline is combined with Acetophenazine. Acetylsalicylic acid The risk or severity of bleeding and hemorrhage can be increased when 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline is combined with Acetylsalicylic acid. Aclidinium 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline may increase the central nervous system depressant (CNS depressant) activities of Aclidinium. 
Identify potential medication risksEasily compare up to 40 drugs with our drug interaction checker.Get severity rating, description, and management advice.Learn more - Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as tetrahydroisoquinolines. These are tetrahydrogenated isoquinoline derivatives.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Tetrahydroisoquinolines
- Sub Class
- Not Available
- Direct Parent
- Tetrahydroisoquinolines
- Alternative Parents
- Aralkylamines / Benzenoids / Aryl chlorides / Dialkylamines / Azacyclic compounds / Organopnictogen compounds / Organochlorides / Hydrocarbon derivatives
- Substituents
- Amine / Aralkylamine / Aromatic heteropolycyclic compound / Aryl chloride / Aryl halide / Azacycle / Benzenoid / Hydrocarbon derivative / Organic nitrogen compound / Organochloride
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- organochlorine compound, isoquinolines (CHEBI:160129)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- A0EP5O913J
- CAS number
- 61563-24-4
- InChI Key
- WFPUBEDBBOGGIQ-UHFFFAOYSA-N
- InChI
- InChI=1S/C9H9Cl2N/c10-8-2-1-6-3-4-12-5-7(6)9(8)11/h1-2,12H,3-5H2
- IUPAC Name
- 7,8-dichloro-1,2,3,4-tetrahydroisoquinoline
- SMILES
- ClC1=CC=C2CCNCC2=C1Cl
References
- Synthesis Reference
Kenneth G. Holden, Carl D. Perchonock, "Method for preparing 7,8-dichloro-1,2,3,4-tetrahydroisoquinoline." U.S. Patent US4200754, issued February, 1976.
US4200754- General References
- Not Available
- External Links
- PubChem Compound
- 123920
- PubChem Substance
- 99445021
- ChemSpider
- 110451
- BindingDB
- 13014
- ChEBI
- 160129
- ChEMBL
- CHEMBL287837
- ZINC
- ZINC000024714117
- PDBe Ligand
- SKA
- PDB Entries
- 1yz3
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.139 mg/mL ALOGPS logP 2.68 ALOGPS logP 2.78 Chemaxon logS -3.2 ALOGPS pKa (Strongest Basic) 8.06 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 12.03 Å2 Chemaxon Rotatable Bond Count 0 Chemaxon Refractivity 52.23 m3·mol-1 Chemaxon Polarizability 19.82 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9946 Blood Brain Barrier + 0.9774 Caco-2 permeable + 0.6236 P-glycoprotein substrate Substrate 0.7056 P-glycoprotein inhibitor I Non-inhibitor 0.6028 P-glycoprotein inhibitor II Non-inhibitor 0.879 Renal organic cation transporter Inhibitor 0.6923 CYP450 2C9 substrate Non-substrate 0.8528 CYP450 2D6 substrate Non-substrate 0.6446 CYP450 3A4 substrate Non-substrate 0.6057 CYP450 1A2 substrate Inhibitor 0.7823 CYP450 2C9 inhibitor Non-inhibitor 0.7498 CYP450 2D6 inhibitor Inhibitor 0.7316 CYP450 2C19 inhibitor Non-inhibitor 0.6595 CYP450 3A4 inhibitor Non-inhibitor 0.7796 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.5249 Ames test Non AMES toxic 0.7517 Carcinogenicity Non-carcinogens 0.9147 Biodegradation Not ready biodegradable 0.9727 Rat acute toxicity 2.9080 LD50, mol/kg Not applicable hERG inhibition (predictor I) Strong inhibitor 0.6871 hERG inhibition (predictor II) Inhibitor 0.6952
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Phenylethanolamine n-methyltransferase activity
- Specific Function
- Converts noradrenaline to adrenaline.
- Gene Name
- PNMT
- Uniprot ID
- P11086
- Uniprot Name
- Phenylethanolamine N-methyltransferase
- Molecular Weight
- 30854.745 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Drug created at September 15, 2010 21:32 / Updated at June 12, 2020 16:52