Lomerizine hydrochloride CAS 101477-54-7
Introduction：Basic information about Lomerizine hydrochloride CAS 101477-54-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Lomerizine hydrochloride Basic information
| Product Name: | Lomerizine hydrochloride |
| Synonyms: | 1-(4,4'-Difluorobenzhydryl)-4-(2,3,4-trimethoxybenzyl)piperazine·dihydrochloride;Flometizine hydrochloride;Lomerizine dihydrochloride, 99%, a new L- and T-type calcium channel blocker;Lomerizine2HCl;KB-2796 dihydrochloride;Piperazine, 1-[bis(4-fluorophenyl)methyl]-4-[(2,3,4-trimethoxyphenyl)methyl]-, hydrochloride (1:2);Lomerizine dihydrochloride, >=99%;1-(Bis(4-fluorophenyl)methyl)-4-(2,3,4-trimethoxybenzyl)piperazine dihydrochloride |
| CAS: | 101477-54-7 |
| MF: | C27H32Cl2F2N2O3 |
| MW: | 541.46 |
| EINECS: | |
| Product Categories: | Inhibitors;APIs;Aromatics;Heterocycles;Heterocyclic Compounds;Intermediates & Fine Chemicals;Neurochemicals;Pharmaceuticals |
| Mol File: | 101477-54-7.mol |
Lomerizine hydrochloride Chemical Properties
| Melting point | 214-218°C dec. |
| storage temp. | Inert atmosphere,2-8°C |
| solubility | DMSO: ≥30mg/mL |
| form | powder |
| color | white to tan |
| Merck | 14,5563 |
| Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month. |
| InChIKey | LOGVKVSFYBBUAJ-UHFFFAOYSA-N |
| SMILES | C(C1C=CC(F)=CC=1)(C1C=CC(F)=CC=1)N1CCN(CC2C=CC(OC)=C(OC)C=2OC)CC1.Cl.Cl |
| CAS DataBase Reference | 101477-54-7(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xn,N |
| Risk Statements | 22-50 |
| Safety Statements | 61 |
| RIDADR | UN 3077 9 / PGIII |
| WGK Germany | 3 |
| RTECS | TK9189000 |
| HS Code | 29335990 |
| Toxicity | LD50 orally in mice: 300 mg/kg (Ohtaka) |
| Description | Lomerizine hydrochloride was introduced as Teranas and Migsis inJapan for the treatment of migraine. It is the first in its class of dual sodium andcalcium channel blockers to be marketed for this indication. It can besynthetically obtained by reductive amination of 2,3,4-trimethoxybenzaldehydewith the appropiate benzhydryl piperazine. In dogs, Lomerizine exerts a potent,selective and long-lasting vasodilation of cerebral arteries related to acombination of mechanisms, especially a functional block of L-type voltagesensitivecalcium channels (L-VSCCs). Lomerizine increases cerebral blood flowcompared to peripheral blood flow with only weak effects on systemic arterialblood pressure. Other mechanisms involved could be blockade of other VSCCand sodium channels, 5-HT2 and alpha-1 receptors. As a reducing agent ofcortical spreading depression and neurogenic inflammation, Lomerizine wasshown to be useful in migraine. In an open clinical study, it demonstratedefficacy in the treatment of cluster headache. Moreover, it may have utility inother neurological diseases such as cerebrovascular ischemia or cerebralinfarction. |
| Chemical Properties | Colourless Crystalline Solid |
| Originator | Akzo Nobel (Netherlands) |
| Uses | A diphenylpiperazine calcium channel blocker. A selective cerebral vasodilator. Antimigraine. |
| Brand name | Teranas;Migsis |
| References | [1] MASAKAZU ISHII . Inhibitory Effect of Lomerizine, a Prophylactic Drug for Migraines, on Serotonin-Induced Contraction of the Basilar Artery[J]. Journal of pharmacological sciences, 2009, 111 2: Pages 221-225. DOI:10.1254/jphs.09205sc [2] HIDEAKI HARA Masamitsu S Nobuko Toriu. Clinical Potential of Lomerizine, a Ca2+ Channel Blocker as an Anti-Glaucoma Drug: Effects on Ocular Circulation and Retinal Neuronal Damage[J]. Cardiovascular Therapeutics, 2006, 22 3: 199-214. DOI:10.1111/j.1527-3466.2004.tb00141.x [3] MASAKAZU ISHII. Neuroprotection by lomerizine, a prophylactic drug for migraine, against hydrogen peroxide-induced hippocampal neurotoxicity.[J]. Molecular and Cellular Biochemistry, 2011, 358 1-2: 1-11. DOI:10.1007/s11010-011-0913-3 [4] DONNA L. SAVIGNI . Three Ca2+ channel inhibitors in combination limit chronic secondary degeneration following neurotrauma[J]. Neuropharmacology, 2013, 75: Pages 380-390. DOI:10.1016/j.neuropharm.2013.07.034 [5] LUAN T. TRAN. The voltage-gated calcium channel blocker lomerizine is neuroprotective in motor neurons expressing mutant SOD1, but not TDP-43[J]. Journal of Neurochemistry, 2014, 130 3: 455-466. DOI:10.1111/jnc.12738 [6] RYAN L. O’HARE DOIG . Specific combinations of ion channel inhibitors reduce excessive Ca2+ influx as a consequence of oxidative stress and increase neuronal and glial cell viability in vitro[J]. Neuroscience, 2016, 339: Pages 450-462. DOI:10.1016/j.neuroscience.2016.10.005 |
Lomerizine hydrochloride Preparation Products And Raw materials
| Raw materials | Spirit of ether-->Trimetazidine-->1-CHLOROMETHYL-2,3,4-TRIMETHOXYBENZENE-->4,4'-Difluorodiphenylmethylchloride-->4,4'-Difluorobenzhydrylpiperazine-->2,3,4-Trimethoxybenzaldehyde |
