CAS 111686-79-4|Remacemide hydrochloride

Introduction:Basic information about CAS 111686-79-4|Remacemide hydrochloride, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameRemacemide hydrochloride
CAS Number111686-79-4Molecular Weight304.81400
Density/Boiling Point466.4ºC at 760mmHg
Molecular FormulaC17H21ClN2OMelting Point/
MSDSChineseUSAFlash Point235.9ºC
Symbol
GHS05, GHS07, GHS09
Signal WordDanger

Names

Name2-amino-N-(1,2-diphenylpropan-2-yl)acetamide,hydrochloride
SynonymMore Synonyms

Remacemide hydrochloride BiologicalActivity

DescriptionRemacemide 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 CatalogSignaling 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 VitroRemacemide (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 VivoTreatment 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 Point466.4ºC at 760mmHg
Molecular FormulaC17H21ClN2O
Molecular Weight304.81400
Flash Point235.9ºC
Exact Mass304.13400
PSA55.12000
LogP4.11260
Vapour Pressure7.09E-09mmHg at 25°C
InChIKeyHYQMIUSWZXGTCC-UHFFFAOYSA-N
SMILESCC(Cc1ccccc1)(NC(=O)CN)c1ccccc1.Cl

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AB4349500
CHEMICAL NAME :
Acetamide, 2-amino-N-(1-methyl-1,2-diphenylethyl)-, monohydrochloride, (+-)-
CAS REGISTRY NUMBER :
111686-79-4
LAST UPDATED :
199706
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C17-H20-N2-O.Cl-H
MOLECULAR WEIGHT :
304.85

HEALTH HAZARD DATA

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 WordDanger
Hazard StatementsH302-H318-H400
Precautionary StatementsP273-P280-P305 + P351 + P338
Hazard CodesC
RIDADRUN 3077 9 / PGIII
RTECSAB4349500
HS Code2924299090

Customs

HS Code2924299090
Summary2924299090. 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

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Synonyms

PR 934-423A
Remacemide HCl
Remacemide hydrochloride
REMACEMIDE HYDROCHLORIDE
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