Caramiphen
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This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Generic Name
- Caramiphen
- DrugBank Accession Number
- DB11504
- Background
Caramiphen is a cholinergic antagonist used in Parkinson's disease. Additionally, it is used, in combination with phenylpropanolamine, as a cough suppressant and nasal decongestant for the symptomatic treatment of seasonal respiratory conditions.
- Type
- Small Molecule
- Groups
- Experimental, Vet approved
- Structure
- Weight
- Average: 289.419
Monoisotopic: 289.204179113 - Chemical Formula
- C18H27NO2
- Synonyms
- Caramifenio
- Caramiphen
- Caramiphenum
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
- Not Available
- 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. View sample adverse effects data in our new Data Library!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.Not Available
- Food Interactions
- Not Available
Products
- Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.
- Product Ingredients
Ingredient UNII CAS InChI Key Caramiphen edisylate 09TQU5PG95 125-86-0 BANIDACEBXZGNK-UHFFFAOYSA-N Caramiphen hydrochloride 4858SN190E 125-85-9 MUPNXGNOIBYHSG-UHFFFAOYSA-N - International/Other Brands
- Parpanil
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Not Available
- Direct Parent
- Benzene and substituted derivatives
- Alternative Parents
- Trialkylamines / Carboxylic acid esters / Amino acids and derivatives / Monocarboxylic acids and derivatives / Organopnictogen compounds / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
- Substituents
- Amine / Amino acid or derivatives / Aromatic homomonocyclic compound / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester / Hydrocarbon derivative / Monocarboxylic acid or derivatives / Monocyclic benzene moiety / Organic nitrogen compound
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 97J7NP0XJY
- CAS number
- 77-22-5
- InChI Key
- OFAIGZWCDGNZGT-UHFFFAOYSA-N
- InChI
- InChI=1S/C18H27NO2/c1-3-19(4-2)14-15-21-17(20)18(12-8-9-13-18)16-10-6-5-7-11-16/h5-7,10-11H,3-4,8-9,12-15H2,1-2H3
- IUPAC Name
- 2-(diethylamino)ethyl 1-phenylcyclopentane-1-carboxylate
- SMILES
- CCN(CC)CCOC(=O)C1(CCCC1)C1=CC=CC=C1
References
- General References
- Authors unspecified: CARAMIPHEN hydrochloride. J Am Med Assoc. 1959 Apr 25;169(17):2019. [Article]
- DeHaven-Hudkins DL, Allen JT, Hudkins RL, Stubbins JF, Tortella FC: Anticonvulsant activity of caramiphen analogs. Life Sci. 1995;56(19):1571-6. [Article]
- GLICK J: Codeine vs. caramiphen in cough control. Del Med J. 1963 Jul;35:180. [Article]
- Casselman AA, Bannard RA: Gas-liquid chromatography of caramiphen hydrochloride and its analogues. J Chromatogr. 1970 Oct 7;52(1):138-40. [Article]
- Hudkins RL, DeHaven-Hudkins DL, Stubbins JF: Muscarinic receptor binding profile of para-substituted caramiphen analogues. J Med Chem. 1991 Oct;34(10):2984-9. [Article]
- SNYDER GG: An evaluation of caramiphen ethane disulfonate as an antitussive agent. Laryngoscope. 1953 Oct;63(10):1008-13. [Article]
- Raveh L, Rabinovitz I, Gilat E, Egoz I, Kapon J, Stavitsky Z, Weissman BA, Brandeis R: Efficacy of antidotal treatment against sarin poisoning: the superiority of benactyzine and caramiphen. Toxicol Appl Pharmacol. 2008 Feb 15;227(1):155-62. [Article]
- Chen YW, Chu CC, Chen YC, Wang JJ, Hung CH: Isobolographic analysis of caramiphen and lidocaine on spinal anesthesia in rats. Neurosci Lett. 2010 Jan 18;469(1):174-8. doi: 10.1016/j.neulet.2009.11.071. Epub 2009 Dec 3. [Article]
- Leung YM, Tzeng JI, Gong CL, Wang YW, Chen YW, Wang JJ: Caramiphen-induced block of sodium currents and spinal anesthesia. Eur J Pharmacol. 2015 Jan 5;746:213-20. doi: 10.1016/j.ejphar.2014.10.035. Epub 2014 Oct 29. [Article]
- Raveh L, Eisenkraft A, Weissman BA: Caramiphen edisylate: an optimal antidote against organophosphate poisoning. Toxicology. 2014 Nov 5;325:115-24. doi: 10.1016/j.tox.2014.09.005. Epub 2014 Sep 6. [Article]
- External Links
- ChemSpider
- 6228
- BindingDB
- 73402
- 20191
- ChEBI
- 135204
- ChEMBL
- CHEMBL61946
- ZINC
- ZINC000001847743
- Wikipedia
- Caramiphen
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.0437 mg/mL ALOGPS logP 4.31 ALOGPS logP 4.01 Chemaxon logS -3.8 ALOGPS pKa (Strongest Basic) 8.96 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 29.54 Å2 Chemaxon Rotatable Bond Count 8 Chemaxon Refractivity 86.13 m3·mol-1 Chemaxon Polarizability 34.2 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
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 179.0966446 predictedDarkChem Lite v0.1.0 [M-H]- 168.50859 predictedDeepCCS 1.0 (2019) [M+H]+ 178.5885446 predictedDarkChem Lite v0.1.0 [M+H]+ 170.86658 predictedDeepCCS 1.0 (2019) [M+Na]+ 179.1897446 predictedDarkChem Lite v0.1.0 [M+Na]+ 176.95973 predictedDeepCCS 1.0 (2019)
Drug created at February 26, 2016 17:26 / Updated at February 21, 2021 18:53