Clofedanol

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Clofedanol
Clofedanol.svg
Clinical data
Trade names Coldrin, Gentos, Pectolitan, Ulo, Ulone
AHFS/Drugs.com Micromedex Detailed Consumer Information
Routes of
administration
Oral
ATC code
Legal status
Legal status
Identifiers
  • 1-(2-chlorophenyl)-3-dimethylamino-
    1-phenyl-propan-1-ol
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.011.219 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C17H20ClNO
Molar mass 289.80 g·mol−1
3D model (JSmol)
  • Clc1ccccc1C(O)(c2ccccc2)CCN(C)C
  • InChI=1S/C17H20ClNO/c1-19(2)13-12-17(20,14-8-4-3-5-9-14)15-10-6-7-11-16(15)18/h3-11,20H,12-13H2,1-2H3 Yes check.svgY
  • Key:WRCHFMBCVFFYEQ-UHFFFAOYSA-N Yes check.svgY
 X mark.svgNYes check.svgY  (what is this?)    (verify)

Clofedanol (INN) or chlophedianol (BAN), sold under various brand names, is a centrally acting cough suppressant used in the treatment of dry cough. Clofedanol has local anesthetic, antispasmodic, and antihistamine properties, [1] and may have anticholinergic effects at high doses. [2]

Contents

Side effects

Adverse effects may include irritability, drowsiness, nightmares, vertigo, nausea or vomiting, visual disturbances or hallucinations, and urticaria. There are potential interactions with other anticholinergics, CNS depressants, and alcohol. [3]

Pharmacology

Unlike many other antitussive drugs such as dextromethorphan, it binds poorly to the sigma-1 receptor. [4]

Society and culture

Chlophedianol was approved for OTC status in 1987 by the FDA OTC monograph process [5] and its safety and efficacy data are limited. It was formerly sold over-the-counter in the United States under the trade name Ulo, as a syrup with a dosage of 25 mg/5 mL. [6] It is now marketed by various brands in the U.S.

It is marketed in Canada under the trade name Ulone. GM Pharmaceuticals owns the patents to 113 combinations with Chlophedianol and was the first company to launch the cough suppressant in the United States. [7]

It is sold in Japan as an over-the-counter drug under the name Coldrin. [8] It has been marketed in Germany as Pectolitan and in Spain as Gentos. [9]

See also

Related Research Articles

<span class="mw-page-title-main">Over-the-counter drug</span> Medication available without a prescription

Over-the-counter (OTC) drugs are medicines sold directly to a consumer without a requirement for a prescription from a healthcare professional, as opposed to prescription drugs, which may be supplied only to consumers possessing a valid prescription. In many countries, OTC drugs are selected by a regulatory agency to ensure that they contain ingredients that are safe and effective when used without a physician's care. OTC drugs are usually regulated according to their active pharmaceutical ingredient (API) and strengths of final products.

<span class="mw-page-title-main">Cold medicine</span> Medication taken to relieve cold symptoms

Cold medicines are a group of medications taken individually or in combination as a treatment for the symptoms of the common cold and similar conditions of the upper respiratory tract. The term encompasses a broad array of drugs, including analgesics, antihistamines and decongestants, among many others. It also includes drugs which are marketed as cough suppressants or antitussives, but their effectiveness in reducing cough symptoms is unclear or minimal.

<span class="mw-page-title-main">Guaifenesin</span> Expectorant medication

Guaifenesin, also known as glyceryl guaiacolate, is an expectorant medication taken by mouth and marketed as an aid to eliminate sputum from the respiratory tract. Chemically, it is an ether of guaiacol and glycerine. It may be used in combination with other medications. A 2014 study found that guaifenesin does not affect sputum volume in upper respiratory infections.

<span class="mw-page-title-main">Ethylmorphine</span> Opioid analgesic and antitussive drug

Ethylmorphine is an opioid analgesic and antitussive.

<span class="mw-page-title-main">Phenyltoloxamine</span> Chemical compound

Phenyltoloxamine is an antihistamine with sedative and analgesic effects. It is available in combination with other drugs such as paracetamol (acetominophen).

<span class="mw-page-title-main">Dextromethorphan</span> Cough suppressant, antidepressant, and dissociative drug

Dextromethorphan, sold under the brand name Robitussin among others, is a cough suppressant used in many cough and cold medicines. In 2022, the US Food and Drug Administration (FDA) approved the combination dextromethorphan/bupropion to serve as a rapid-acting antidepressant in people with major depressive disorder.

<span class="mw-page-title-main">Pentoxyverine</span> Antitussive / cough suppressant

Pentoxyverine (rINN) or carbetapentane is an antitussive commonly used for cough associated with illnesses like common cold. It is sold over-the-counter as Solotuss, or in combination with other medications, especially decongestants. One such product is Certuss, a combination of guaifenesin and pentoxyverine. The drug has been available in the form of drops, suspensions and suppositories.

<span class="mw-page-title-main">Dimethoxanate</span> Chemical compound

Dimethoxanate is a cough suppressant of the phenothiazine class.

<span class="mw-page-title-main">Cloperastine</span> Chemical compound

Cloperastine (INN) or cloperastin, in the forms of cloperastine hydrochloride (JAN) and cloperastine fendizoate, is an antitussive and antihistamine that is marketed as a cough suppressant in Japan, Hong Kong, and in some European countries. It was first introduced in 1972 in Japan, and then in Italy in 1981.

<span class="mw-page-title-main">Dropropizine</span> Chemical compound

Dropropizine is a cough suppressant that is sold in Germany, Central America, South America, and some African countries such as Congo. It is sold as suppositories, tablets, and syrup. It is used to stop a cough caused by allergies or a cold.

<span class="mw-page-title-main">Dibunate</span> Chemical compound

Dibunate is a cough suppressant. As the sodium salt, it has been marketed under the name Becantyl, Becantex, or Linctussal with a dosage of 20 to 30 mg, as either syrup or tablets.

<span class="mw-page-title-main">Zipeprol</span> Cough suppressant drug

Zipeprol is a centrally acting cough suppressant developed in France in the 1970s. It is not a morphinan derivative. Zipeprol acts as a local anaesthetic and has mucolytic, antihistamine and anticholinergic properties. It is sold with several brand names such as Zinolta and Respilene. It is not available in the United States or Canada and has been discontinued in Europe. It is still available in some countries in Asia and South America.

<span class="mw-page-title-main">Butamirate</span> Cough suppressant

Butamirate is a cough suppressant. It has been marketed in Europe and Mexico, but not in the United States.

<span class="mw-page-title-main">Clobutinol</span> Chemical compound

Clobutinol is a cough suppressant formerly distributed by Boehringer Ingelheim and its licensees under the names Lomisat and Silomat, by Bioter as Biotussin, and by Violani-Farmavigor as Pertoxil. It has been withdrawn from the market worldwide.

<span class="mw-page-title-main">Benproperine</span> Chemical compound

Benproperine (INN) is a cough suppressant. It has been marketed in multiple countries in Central America and Europe, as the phosphate or pamoate salts in either tablet, dragée, or syrup form. Trade names include Blascorid in Italy and Sweden, Pectipront and Tussafug in Germany, and Pirexyl in Scandinavia. The recommended dosage for adults is 25 to 50 mg two to four times daily, and for children 25 mg once or twice daily. Adverse effects include dry mouth, dizziness, fatigue, and heartburn.

<span class="mw-page-title-main">Dimemorfan</span> Cough suppressant

Dimemorfan (INN), or dimemorfan phosphate (JAN), also known as 3,17-dimethylmorphinan, is an antitussive of the morphinan family that is widely used in Japan and is also marketed in Spain and Italy. It was developed by Yamanouchi Pharmaceutical and introduced in Japan in 1975. It was later introduced in Spain in 1981 and Japan in 1985.

<span class="mw-page-title-main">Domiodol</span> Chemical compound

Domiodol is a mucolytic and expectorant. It has been marketed in Italy by Maggioni under the trade name Mucolitico Maggioni and sold in syrup, sachet, and tablet form, with a dosage of 60mg three to four times daily in adults. Contraindications include severe renal or hepatic insufficiency.

<span class="mw-page-title-main">Eprazinone</span> Chemical compound

Eprazinone is a mucolytic and bronchospasm relieving drug. It has been marketed in many European countries, but not in the US or United Kingdom.

<span class="mw-page-title-main">Alloclamide</span> Chemical compound

Alloclamide is an antitussive and antihistamine drug marketed in Finland and Spain. It has never been marketed in the US.

<span class="mw-page-title-main">Dextrofemine</span> Tocolytic

Dextrofemine, sold under the brand names Marsyl and Dysmalgine, is a uterine spasmolytic and muscle relaxant of the amphetamine family. It is the dextrorotatory enantiomer of racefemine. The drug acts as a β-adrenergic receptor agonist and sympathomimetic. It was marketed in France in 1966 but appears to no longer be marketed. Other tocolytics with similar chemical structures as phenethylamines or amphetamines include bedoradrine, buphenine, fenoterol, hexoprenaline, isoxsuprine, ritodrine, and terbutaline.

References

  1. Martín AV (2004). "Tratamiento sintomático de la tos y del resfriado común". Farmacología clínica y terapéutica médica. McGraw-Hill/Interamericana. p. 260. ISBN   9788448604271.
  2. "Clofedanol" (in French). BIAM. 1998-07-24. Retrieved 2007-04-15.
  3. Schlesser JL (1991). Drugs Available Abroad, 1st Edition. Derwent Publications Ltd. p. 29. ISBN   0-8103-7177-4.
  4. Klein M, Musacchio JM (October 10, 1988). "Dextromethorphan binding sites in the guinea pig brain". Cellular and Molecular Neurobiology. 8 (2): 149–156. doi:10.1007/BF00711241. PMID   3044591. S2CID   33844132.
  5. "Department of Health and Human Services. Food and Drug Administration. 21 CFR Parts 310, 341, and 369. Docket No. 76N-052T. Cold, cough, allergy, bronchodilator, and antiasthmatic drug products for over-the-counter human use; final monograph for OTC antitussive drug products. Federal Register 1987;52(155):30042-57" (PDF). FDA.gov. 1987-08-12.
  6. Approved Drug Products with Therapeutic Equivalence Evaluations, March 2020 Edition (Report). Food and Drug Administration. March 20, 2020. Retrieved April 7, 2021.
  7. "How Odes Mitchell Built a Pharmaceutical Empire". D Magazine. 9 June 2017. Retrieved 2020-11-25.
  8. "クロフェダノール:コルドリン" [Clofedanol: Coldrin]. Medicine 110 (in Japanese). Retrieved March 22, 2021.
  9. Schlesser JL (1991). Drugs Available Abroad, 1st Edition. Derwent Publications Ltd. p. 29. ISBN   0-8103-7177-4.