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Caroverine

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Caroverine
Clinical data
Trade namesSpasmium, Tinnitin, Tinnex
Routes of
administration
By mouth
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
  • 1-[2-(diethylamino)ethyl]- 3-(4-methoxybenzyl)quinoxalin- 2(1H)-one
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.164.389Edit this at Wikidata
Chemical and physical data
FormulaC22H27N3O2
Molar mass365.477 g·mol−1
3D model (JSmol)
  • O=C/1N(c3c(\N=C\1Cc2ccc(OC)cc2)cccc3)CCN(CC)CC
  • InChI=1S/C22H27N3O2/c1-4-24(5-2)14-15-25-21-9-7-6-8-19(21)23-20(22(25)26)16-17-10-12-18(27-3)13-11-17/h6-13H,4-5,14-16H2,1-3H3 checkY
  • Key:MSPRUJDUTKRMLM-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Caroverine is anantispasmodic drug used in Austria and Switzerland to relievespasms insmooth muscles, as well as to treatcerebrovascular diseases andtinnitus.[1]

Chemically, it is a quinoxalineone[2] and is available in both abase andhydrochloric acid forms.[1]

Pharmacology

[edit]

Pharmacologically, it has been described as a nonspecificcalcium channel blocker and as anantagonist of theNMDA receptor and other receptors.[3][4]

History

[edit]

It was discovered in Austria in the 1950s[3] and wasdeveloped by Austrian company Phafag AG.[3]

Itsinternational nonproprietary name (INN), caroverine, was proposed in 1972.[5]

Society and culture

[edit]

Brand names

[edit]

As of 2018, it was marketed under the brand names Spasmium and Tinnitin in Austria, and under the brand Tinnex in India.[6]

Research

[edit]

An intravenous formulation was tested in a single-blinded study in tinnitus that published in 1997 and had positive results; an effort to replicate those results failed to show any effect,[4] and more people had their condition worsen than experienced benefit.[3] Pilot studies using a spray formulation for tinnitus published in 2005.[7]

In 2010 Phafag licensed rights to caroverine to the Indian company, Lincoln Pharmaceuticals, to develop the drug for tinnitus in India.[8] Lincoln first marketed it for that purpose in India in 2011.[9]

As of 2016 it had been studied in a small clinical trial in people withloss of the sense of smell.[10]

References

[edit]
  1. ^abSweetman SC, ed. (2009).Martindale (36th ed.). Pharmaceutical Press. p. 2277.ISBN 9780853698401.
  2. ^Bungardt E, Mutschler E (15 June 2000). "Spasmolytics".Ullmann's Encyclopedia of Industrial Chemistry. Wiley. p. 11.doi:10.1002/14356007.a24_515.ISBN 978-3527306732.
  3. ^abcdDobie RA (August 1999). "A review of randomized clinical trials in tinnitus".The Laryngoscope.109 (8):1202–1211.doi:10.1097/00005537-199908000-00004.PMID 10443820.S2CID 21409406.
  4. ^abLangguth B, Salvi R, Elgoyhen AB (December 2009)."Emerging pharmacotherapy of tinnitus".Expert Opinion on Emerging Drugs.14 (4):687–702.doi:10.1517/14728210903206975.PMC 2832848.PMID 19712015.
  5. ^"Proposed INNs List 28"(PDF).WHO Chronicle.26 (9). 1972.
  6. ^"Caroverine International Brands". Drugs.com. Retrieved14 July 2018.
  7. ^Darlington CL, Smith PF (2007). "Drug treatments for tinnitus".Tinnitus: Pathophysiology and Treatment. Progress in Brain Research. Vol. 166. pp. 249–262.doi:10.1016/S0079-6123(07)66023-3.ISBN 9780444531674.PMID 17956789.
  8. ^"Press release: Lincoln Pharma ties up with Swiss Phafag for Tinnitin injections".Lincoln via Business Standard India. 17 November 2010.
  9. ^"Press Release: Lincoln Pharma launches Tinnex Injection".Lincoln via Business Standard India. 14 April 2011.
  10. ^Harless L, Liang J (July 2016). "Pharmacologic treatment for postviral olfactory dysfunction: a systematic review".International Forum of Allergy & Rhinology.6 (7):760–767.doi:10.1002/alr.21727.PMID 26879592.S2CID 29620152.
Peripherally acting
(primarilyantinicotinic,
NMJ block)
Non-depolarizing
Curarealkaloids
4° ammonium agents
Depolarizing
ACh release inhibitors
Centrally acting
Carbamic acid esters
Benzodiazepines
Nonbenzodiazepines
Thienodiazepines
Quinazolines
Anticholinergics
(Antimuscarinics)
Other
Directly acting
Calcium
VDCCsTooltip Voltage-dependent calcium channels
Blockers
Activators
Potassium
VGKCsTooltip Voltage-gated potassium channels
Blockers
Activators
IRKsTooltip Inwardly rectifying potassium channel
Blockers
Activators
KCaTooltip Calcium-activated potassium channel
Blockers
Activators
K2PsTooltip Tandem pore domain potassium channel
Blockers
Activators
Sodium
VGSCsTooltip Voltage-gated sodium channels
Blockers
Activators
ENaCTooltip Epithelial sodium channel
Blockers
Activators
ASICsTooltip Acid-sensing ion channel
Blockers
Chloride
CaCCsTooltip Calcium-activated chloride channel
Blockers
Activators
CFTRTooltip Cystic fibrosis transmembrane conductance regulator
Blockers
Activators
Unsorted
Blockers
Others
TRPsTooltip Transient receptor potential channels
LGICsTooltip Ligand gated ion channels
AMPARTooltip α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor
KARTooltip Kainate receptor
NMDARTooltip N-Methyl-D-aspartate receptor
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