Caroverine HCl
Caroverine HCl is a nonselective NMDA and AMPA glutamate receptor antagonist, also acting as a class B calcium-channel-blocker. Pharmacologically, it has been described as a nonspecific calcium channel blocker and as an antagonist of both non-NMDA and NMDA glutamate receptors. It was discovered in Austria in the 1950s[3] and was developed by Austrian company Phafag AG.
For research use only. We do not sell to patients.
Chemical Information
| Name | Caroverine HCl |
|---|---|
| Iupac Chemical Name | 1-(2-(diethylamino)ethyl)-3-(4-methoxybenzyl)quinoxalin-2(1H)-one hydrochloride |
| Synonyms | P 201-1; P2011; P 2011; Caroverine HCl; Spadon; Tinnitin; Tinnex; |
| Molecular Formula | C22H28ClN3O2 |
| Molecular Weight | 401.93 |
| Smile | O=C1N(CCN(CC)CC)C2=C(C=CC=C2)N=C1CC3=CC=C(OC)C=C3.[H]Cl |
| InChiKey | JRNWTJUIMRLKBV-UHFFFAOYSA-N |
| InChi | InChI=1S/C22H27N3O2.ClH/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;1H |
| CAS Number | 55750-05-5 |
| Related CAS |
Ordering Information
| Packaging | Price | Availability | Purity | Shipping Time |
|---|---|---|---|---|
| Bulk | Enquiry | Enquiry | Enquiry |
| Formulation | Solid powder |
|---|---|
| Purity | 98% Min. |
| Storage | Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years). |
| Solubility | Soluble in DMSO |
| Handling | |
| Shipping Condition | Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs. |
| HS Code |
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| Mechanism | |
| Cell study | |
| Animal study | |
| Clinical study |
1: Kanjanaumporn J, Aeumjaturapat S, Snidvongs K, Seresirikachorn K, Chusakul S. Smell and taste dysfunction in patients with SARS-CoV-2 infection: A review of epidemiology, pathogenesis, prognosis, and treatment options. Asian Pac J Allergy Immunol. 2020 Jun;38(2):69-77. doi: 10.12932/AP-030520-0826. PMID: 32563234.
2: Harless L, Liang J. Pharmacologic treatment for postviral olfactory dysfunction: a systematic review. Int Forum Allergy Rhinol. 2016 Jul;6(7):760-7. doi: 10.1002/alr.21727. Epub 2016 Feb 16. PMID: 26879592.
3: Nishad RK, Jain AK, Singh M, Verma R, Jain S. Randomised Controlled Clinical Study of Injection Caroverine and Ginkgo Biloba Extract in Cochlear Synaptic Tinnitus. Indian J Otolaryngol Head Neck Surg. 2019 Nov;71(Suppl 2):1523-1528. doi: 10.1007/s12070-019-01655-5. Epub 2019 Apr 13. PMID: 31750210; PMCID: PMC6841866.
4: Raza A, Ansari TM. A novel spectrophotometric determination of caroverine in pharmaceutical formulations via derivatization with Folin-ciocalteu Phenol reagent. Pak J Pharm Sci. 2018 Jan;31(1):153-157. PMID: 29348097.
5: Haymerle G, Thurnher D, Kadletz L, Stanisz I, Brunner M, Kotowski U, Enzenhofer E, Heiduschka G. Assessment of caroverine as a potential chemotherapeutical agent in HNSCC cell lines. Eur Arch Otorhinolaryngol. 2015 Nov;272(11):3451-6. doi: 10.1007/s00405-014-3364-0. Epub 2014 Oct 29. PMID: 25351499.
6: Udilova N, Kozlov AV, Bieberschulte W, Frei K, Ehrenberger K, Nohl H. The antioxidant activity of caroverine. Biochem Pharmacol. 2003 Jan 1;65(1):59-65. doi: 10.1016/s0006-2952(02)01452-1. PMID: 12473379.
7: Nohl H, Bieberschulte W, Dietrich B, Udilova N, Kozlov AV. Caroverine, a multifunctional drug with antioxidant functions. Biofactors. 2003;19(1-2):79-85. doi: 10.1002/biof.5520190110. PMID: 14757980.
8: Farrah AY, Al-Mahallawi AM, Basalious EB, Nesseem DI. Investigating the Potential of Phosphatidylcholine-Based Nano-Sized Carriers in Boosting the Oto- Topical Delivery of Caroverine: in vitro Characterization, Stability Assessment and ex vivo Transport Studies. Int J Nanomedicine. 2020 Nov 13;15:8921-8931. doi: 10.2147/IJN.S259172. PMID: 33223827; PMCID: PMC7671472.
9: Ehrenberger K, Felix D. Caroverine depresses the activity of cochlear glutamate receptors in guinea pigs: in vivo model for drug-induced neuroprotection? Neuropharmacology. 1992 Dec;31(12):1259-63. doi: 10.1016/0028-3908(92)90054-s. PMID: 1361667.
10: Domeisen H, Hotz MA, Häusler R. Caroverine in tinnitus treatment. Acta Otolaryngol. 1998 Jul;118(4):606-8. doi: 10.1080/00016489850154801. PMID: 9726691.
11: Denk DM, Heinzl H, Franz P, Ehrenberger K. Caroverine in tinnitus treatment. A placebo-controlled blind study. Acta Otolaryngol. 1997 Nov;117(6):825-30. doi: 10.3109/00016489709114208. PMID: 9442821.
12: Chen Z, Duan M, Lee H, Ruan R, Ulfendahl M. Pharmacokinetics of caroverine in the inner ear and its effects on cochlear function after systemic and local administrations in Guinea pigs. Audiol Neurootol. 2003 Jan-Feb;8(1):49-56. doi: 10.1159/000067893. PMID: 12566692.
13: Kratzer U, Schmidt WJ. Caroverine inhibits the conditioned place aversion induced by naloxone-precipitated morphine withdrawal in rats. Neurosci Lett. 2003 Oct 2;349(2):91-4. doi: 10.1016/s0304-3940(03)00783-3. PMID: 12946560.
14: Ikeda N, Kodama I, Shibata S, Kondo N, Yamada K. Electromechanical effects of caroverine, a new slow-channel blockade, on the SA node cells of rabbit and atrial muscle fibers of rabbit and guinea pig. J Cardiovasc Pharmacol. 1982 Jan- Feb;4(1):70-5. doi: 10.1097/00005344-198201000-00012. PMID: 6176803.
15: Duan M, Chen Z, Qiu J, Ulfendahl M, Laurell G, Borg E, Ruan R. Low-dose, long-term caroverine administration attenuates impulse noise-induced hearing loss in the rat. Acta Otolaryngol. 2006 Dec;126(11):1140-7. doi: 10.1080/00016480500540519. PMID: 17050305.
16: Klement J, Pais I, Hallschmid M, Hubold C, Knispel A, Oltmanns KM, Schultes B, Born J, Peters A. Blocking AMPA receptor signalling by caroverine infusion does not affect counter-regulation of hypoglycaemia in healthy men. Diabetologia. 2009 Jun;52(6):1192-6. doi: 10.1007/s00125-009-1343-6. Epub 2009 Apr 3. PMID: 19343318.
17: Koppi S, Eberhardt G, Haller R, König P. Calcium-channel-blocking agent in the treatment of acute alcohol withdrawal--caroverine versus meprobamate in a randomized double-blind study. Neuropsychobiology. 1987;17(1-2):49-52. doi: 10.1159/000118340. PMID: 3306440.
18: Quint C, Temmel AF, Hummel T, Ehrenberger K. The quinoxaline derivative caroverine in the treatment of sensorineural smell disorders: a proof-of-concept study. Acta Otolaryngol. 2002 Dec;122(8):877-81. PMID: 12542209.
19: Kudo Y, Shibata S. Effects of caroverine and diltiazem on synaptic responses, L-glutamate-induced depolarization and potassium efflux in the frog spinal cord. Br J Pharmacol. 1984 Nov;83(3):813-20. doi: 10.1111/j.1476-5381.1984.tb16237.x. PMID: 6150743; PMCID: PMC1987089.
20: Chen Z, Ulfendahl M, Ruan R, Tan L, Duan M. Protection of auditory function against noise trauma with local caroverine administration in guinea pigs. Hear Res. 2004 Nov;197(1-2):131-6. doi: 10.1016/j.heares.2004.03.021. PMID: 15504611.
Chemical Structure
