Identification
- Generic Name
- Indoramin
- DrugBank Accession Number
- DB08950
- Background
Indoramin is a discontinued piperidine antiadrenergic drug with the trade names Baratol and Doralese. It is a selective alpha-1 adrenergic antagonist with no reflex tachycardia and direct myocardial depression action.
- Type
- Small Molecule
- Groups
- Approved, Withdrawn
- Structure
Structure for Indoramin (DB08950)
- Weight
- Average: 347.4534
Monoisotopic: 347.199762437 - Chemical Formula
- C22H25N3O
- Synonyms
- Indoramin
- Indoramina
- Indoramine
- Indoraminum
- External IDs
- WY 21901
- WY-21901
- WY21901
Pharmacology
- Indication
Not Available
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Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UAlpha-1A adrenergic receptor antagonistHumans - 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 softwareAbaloparatide The risk or severity of adverse effects can be increased when Abaloparatide is combined with Indoramin. Acebutolol Acebutolol may increase the orthostatic hypotensive activities of Indoramin. Aceclofenac The therapeutic efficacy of Indoramin can be decreased when used in combination with Aceclofenac. Acemetacin The therapeutic efficacy of Indoramin can be decreased when used in combination with Acemetacin. Acetylsalicylic acid Acetylsalicylic acid may decrease the antihypertensive activities of Indoramin. Alclofenac The therapeutic efficacy of Indoramin can be decreased when used in combination with Alclofenac. Aldesleukin The risk or severity of adverse effects can be increased when Aldesleukin is combined with Indoramin. Alfentanil Alfentanil may decrease the antihypertensive activities of Indoramin. Alfuzosin Indoramin may increase the hypotensive activities of Alfuzosin. Aliskiren Indoramin may decrease the antihypertensive activities of Aliskiren. 
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
Products
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Ingredient UNII CAS InChI Key Indoramin hydrochloride DQ0Z3K8W92 38821-52-2 AFJSFHAKSSWOKG-UHFFFAOYSA-N - International/Other Brands
- Baratol (Amdipharm) / Doralese (GlaxoSmithKline / Chemidex) / Vidora (Leurquin) / Wydora (Riemser)
Categories
- ATC Codes
- C02CA02 — Indoramin
- Drug Categories
- Acids, Carbocyclic
- Adrenergic Agents
- Adrenergic alpha-1 Receptor Antagonists
- Adrenergic alpha-Antagonists
- Adrenergic Antagonists
- Agents that produce hypertension
- Amides
- Antiadrenergic Agents, Peripherally Acting
- Antihypertensive Agents
- Benzamides and benzamide derivatives
- Benzene Derivatives
- Benzoates
- Cardiovascular Agents
- Heterocyclic Compounds, Fused-Ring
- Hypotensive Agents
- Indoles
- Neurotransmitter Agents
- Peripheral alpha-1 blockers
- Piperidines
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as tryptamines and derivatives. These are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring substituted at the 3-position by an ethanamine.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Indoles and derivatives
- Sub Class
- Tryptamines and derivatives
- Direct Parent
- Tryptamines and derivatives
- Alternative Parents
- 3-alkylindoles / Benzamides / Benzoyl derivatives / Aralkylamines / Substituted pyrroles / Piperidines / Heteroaromatic compounds / Trialkylamines / Secondary carboxylic acid amides / Amino acids and derivatives show 5 more
- Substituents
- 3-alkylindole / Amine / Amino acid or derivatives / Aralkylamine / Aromatic heteropolycyclic compound / Azacycle / Benzamide / Benzenoid / Benzoic acid or derivatives / Benzoyl show 19 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 0Z802HMY7H
- CAS number
- 26844-12-2
- InChI Key
- JXZZEXZZKAWDSP-UHFFFAOYSA-N
- InChI
- InChI=1S/C22H25N3O/c26-22(17-6-2-1-3-7-17)24-19-11-14-25(15-12-19)13-10-18-16-23-21-9-5-4-8-20(18)21/h1-9,16,19,23H,10-15H2,(H,24,26)
- IUPAC Name
- N-{1-[2-(1H-indol-3-yl)ethyl]piperidin-4-yl}benzamide
- SMILES
- O=C(NC1CCN(CCC2=CNC3=C2C=CC=C3)CC1)C1=CC=CC=C1
References
- Synthesis Reference
U.S. Patent 3,527,761
- General References
- Not Available
- External Links
- KEGG Drug
- D04531
- PubChem Compound
- 33625
- PubChem Substance
- 310264915
- ChemSpider
- 31014
- BindingDB
- 50033113
- 5784
- ChEBI
- 135470
- ChEMBL
- CHEMBL279516
- ZINC
- ZINC000000001567
- Drugs.com
- Drugs.com Drug Page
- Wikipedia
- Indoramin
- MSDS
- Download (17.2 KB)
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Tablet - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 208-210 U.S. Patent 3,527,761 - Predicted Properties
Property Value Source Water Solubility 0.00863 mg/mL ALOGPS logP 3.4 ALOGPS logP 3.19 Chemaxon logS -4.6 ALOGPS pKa (Strongest Acidic) 15.09 Chemaxon pKa (Strongest Basic) 9 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 48.13 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 105.94 m3·mol-1 Chemaxon Polarizability 40.72 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key 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
- Actions
- Antagonist
- General Function
- Protein heterodimerization activity
- Specific Function
- This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol-calcium second messenger system. Its effect is mediated by G(q) and G(11) prot...
- Gene Name
- ADRA1A
- Uniprot ID
- P35348
- Uniprot Name
- Alpha-1A adrenergic receptor
- Molecular Weight
- 51486.005 Da
References
- Foglar R, Shibata K, Horie K, Hirasawa A, Tsujimoto G: Use of recombinant alpha 1-adrenoceptors to characterize subtype selectivity of drugs for the treatment of prostatic hypertrophy. Eur J Pharmacol. 1995 Jan 16;288(2):201-7. [Article]
- Forray C, Bard JA, Wetzel JM, Chiu G, Shapiro E, Tang R, Lepor H, Hartig PR, Weinshank RL, Branchek TA, et al.: The alpha 1-adrenergic receptor that mediates smooth muscle contraction in human prostate has the pharmacological properties of the cloned human alpha 1c subtype. Mol Pharmacol. 1994 Apr;45(4):703-8. [Article]
Drug created at May 27, 2014 19:11 / Updated at March 03, 2023 17:48