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111686-79-4

111686-79-4 structure

Name: Remacemide hydrochloride
Chemical Name: 2-amino-N-(1,2-diphenylpropan-2-yl)acetamide,hydrochloride
CAS Number: 111686-79-4
Molecular Formula: C₁₇H₂₁ClN₂O
Molecular Weight: 304.81400
Catalog: Signaling Pathways Membrane Transporter/Ion Channel iGluR
Create Date: 2019-02-17 09:25:39
Modify Date: 2024-01-03 16:21:33
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].

Name	2-amino-N-(1,2-diphenylpropan-2-yl)acetamide,hydrochloride
Synonyms	PR 934-423A Remacemide HCl Remacemide hydrochloride REMACEMIDE HYDROCHLORIDE

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 >> iGluR Signaling Pathways >> Membrane Transporter/Ion Channel >> Sodium Channel Research Areas >> Neurological Disease Signaling 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.

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

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

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

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%

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