CAS 111686-79-4|Remacemide hydrochloride
| Common Name | Remacemide hydrochloride | ||
|---|---|---|---|
| CAS Number | 111686-79-4 | Molecular Weight | 304.81400 |
| Density | / | Boiling Point | 466.4ºC at 760mmHg |
| Molecular Formula | C17H21ClN2O | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | 235.9ºC |
| Symbol | GHS05, GHS07, GHS09 | Signal Word | Danger |
Names
| Name | 2-amino-N-(1,2-diphenylpropan-2-yl)acetamide,hydrochloride |
|---|---|
| Synonym | More Synonyms |
Remacemide hydrochloride BiologicalActivity
| Description | Remacemide hydrochloride (FPL 12924AA), a moderate inhibitor of the Na+ channel, is a weak uncompetitive NMDA receptor antagonist with IC50s of 68 μM and 76 μM for MK-801 binding and NMDA currents, respectively[1]. Remacemide hydrochloride is an anticonvulsant agent[2]. |
|---|---|
| Related Catalog | Signaling Pathways >>Neuronal Signaling >>iGluRSignaling Pathways >>Membrane Transporter/Ion Channel >>Sodium ChannelResearch Areas >>Neurological DiseaseSignaling Pathways >>Membrane Transporter/Ion Channel >>iGluR |
| Target | IC50: 68-76 μM (NMDA receptor)[1] IC50:160.6 μM(sodium channel)[2] |
| In Vitro | Remacemide (hydrochloride) (0-1000 μM) blocks voltage-gated Na+ channels in rat cortical synaptosomes in a concentration-dependent manner,with an IC50 value of 160.6 μM[2]. |
| In Vivo | Treatment with low- and high-dose Remacemide (100 mg/kg and 150 mg/kg) delays the acquisition of audio/visual discrimination (AVD) task performance in female Sprague-Dawley rats[3]. Animal Model: Female Sprague–Dawley rats ( 190-210 g )[3] Dosage: 100 mg/kg and 150 mg/kg Administration: Orogastric gavage; once a day; 7 days Result: Increased the number of sessions required to complete audio/visual discrimination (AVD) training. |
| References | [1]. G C Palmer, et al. Neuroprotective properties of the uncompetitive NMDA receptor antagonist remacemide hydrochloride. Ann N Y Acad Sci. 1995 Sep 15;765:236-47; discussion 248. [2]. Sarah Santangeli, et al. Na+ channel effects of remacemide and desglycinyl-remacemide in rat cortical synaptosomes. Eur J Pharmacol. 2002 Mar 1;438(1-2):63-8. [3]. L K M Wright, et al. Behavioral effects associated with chronic ketamine or remacemide exposure in rats. Neurotoxicol Teratol. May-Jun 2007;29(3):348-59. |
Chemical & Physical Properties
| Boiling Point | 466.4ºC at 760mmHg |
|---|---|
| Molecular Formula | C17H21ClN2O |
| Molecular Weight | 304.81400 |
| Flash Point | 235.9ºC |
| Exact Mass | 304.13400 |
| PSA | 55.12000 |
| LogP | 4.11260 |
| Vapour Pressure | 7.09E-09mmHg at 25°C |
| InChIKey | HYQMIUSWZXGTCC-UHFFFAOYSA-N |
| SMILES | CC(Cc1ccccc1)(NC(=O)CN)c1ccccc1.Cl |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 897 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 8,84,1988
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 142 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 8,84,1988
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 781 mg/kg
- TOXIC EFFECTS :
- Gastrointestinal - ulceration or bleeding from small intestine Gastrointestinal - necrotic changes
- REFERENCE :
- TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 8,84,1988
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 51 mg/kg
- TOXIC EFFECTS :
- Gastrointestinal - ulceration or bleeding from small intestine Gastrointestinal - necrotic changes
- REFERENCE :
- TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 8,84,1988 ** OTHER MULTIPLE DOSE TOXICITY DATA **
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 12 gm/kg/30D-I
- TOXIC EFFECTS :
- Related to Chronic Data - death
- REFERENCE :
- TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 8,84,1988
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Mammal - dog
- DOSE/DURATION :
- 5400 mg/kg/90D-I
- TOXIC EFFECTS :
- Related to Chronic Data - death
- REFERENCE :
- TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 8,84,1988
Safety Information
| Symbol | GHS05, GHS07, GHS09 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H302-H318-H400 |
| Precautionary Statements | P273-P280-P305 + P351 + P338 |
| Hazard Codes | C |
| RIDADR | UN 3077 9 / PGIII |
| RTECS | AB4349500 |
| HS Code | 2924299090 |
Customs
| HS Code | 2924299090 |
|---|---|
| Summary | 2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0% |
Articles26
More Articles| The cognitive and psychomotor effects of remacemide and carbamazepine in newly diagnosed epilepsy. Epilepsy Behav. 14(3) , 522-8, (2009) An international trial comparing remacemide hydrochloride with carbamazepine was undertaken in individuals with newly diagnosed epilepsy using a novel double-blind, parallel-group, double triangular s... | |
| Chronic exposure to NMDA receptor and sodium channel blockers during development in monkeys and rats: long-term effects on cognitive function. Ann. N. Y. Acad. Sci. 993 , 116-22; discussion 123-4, (2003) The effects of chronic administration of MK-801 (NMDA-receptor antagonist) and remacemide (sodium channel blocker) on monkey learning of several brain function tasks was assessed in juveniles (nine mo... | |
| Coenzyme Q10 and remacemide hydrochloride ameliorate motor deficits in a Huntington's disease transgenic mouse model. Neurosci. Lett. 315(3) , 149-53, (2001) Huntington's disease (HD) is a progressive inherited neurodegenerative disorder, for which there is no effective therapy. The CARE-HD study, recently published, evaluated the ability of a combination ... |
Synonyms
| PR 934-423A |
| Remacemide HCl |
| Remacemide hydrochloride |
| REMACEMIDE HYDROCHLORIDE |
