Abecarnil

Modify Date: 2024-01-09 21:46:54

Abecarnil structure	Common Name	Abecarnil
	CAS Number	111841-85-1	Molecular Weight	404.45800
	Density	1.246g/cm3	Boiling Point	620.2ºC at 760mmHg
	Molecular Formula	C₂₄H₂₄N₂O₄	Melting Point	N/A
	MSDS	N/A	Flash Point	328.9ºC

Use of Abecarnil

Abecarnil (ZK 112119) is a ligand or a partial agonist for benzodiazepine (BZ) receptor. Abecarnil possesses anxiolytic and anticonvulsant properties. Abecarnil can act as a positive allosteric modulator of GABAA receptor. Abecarnil inhibits the binding of the BZ [3H]lormetazepam to rat cerebral cortex membranes, with an IC50 of 0.82 nM. Abecarnil can be used for epilepsy research[1][2][3][4].

Name	propan-2-yl 4-(methoxymethyl)-6-phenylmethoxy-9H-pyrido[3,4-b]indole-3-carboxylate
Synonym	More Synonyms

Description	Abecarnil (ZK 112119) is a ligand or a partial agonist for benzodiazepine (BZ) receptor. Abecarnil possesses anxiolytic and anticonvulsant properties. Abecarnil can act as a positive allosteric modulator of GABAA receptor. Abecarnil inhibits the binding of the BZ [3H]lormetazepam to rat cerebral cortex membranes, with an IC50 of 0.82 nM. Abecarnil can be used for epilepsy research[1][2][3][4].
Related Catalog	Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor Research Areas >> Neurological Disease Signaling Pathways >> Neuronal Signaling >> GABA Receptor
In Vitro	Abecarnil enhances the binding of t-[35S]butylbicyclophosphorothionate to rat cortical membranes[1]. Abecarnil exhibits a 3- to 6-fold higher affinity to forebrain BZ receptors than Diazepam (DZP)[1].
In Vivo	Abecarnil (0.3 mg/kg, IP, once) antagonizes the brain neuroactive steroid increase induced by foot shock[2]. Abecarnil (0-2.5 mg/kg, IP, once) dose dependently reduces epileptic activity[3]. Abecarnil is effective against sound-induced convulsions in DBA/2 mice, against air blast-induced generalized seizures in gerbils and against myoclonus in baboons Papio papio[4]. Abecarnil is 2-10 times more potent than DZP in most rodent tests of anxiolytic activity, and in reducing locomotor activity in mice and rats thoroughly habituated to the test chamber[1]. Animal Model: Male Sprague-Dawley CD rats (200-250 g)[2] Dosage: 0.3 mg/kg Administration: IP, once, given 30 min before sacrifice Result: Failed to change the basal pregnenolone and progesterone, while only slightly decreased THDOC levels, but antagonized the brain neuroactive steroid increase induced by foot shock. Animal Model: WAG/Rij rats (male and female, 190-380 g, age 13-19 weeks, 8 rats each group)[3] Dosage: 0, 0.16, 0.4, 1.0, and 2.5 mg/kg; 1 mL/400 g Administration: IP, once Result: Reduced the duration of spike-wave discharges and increased immobile behavior. Dose dependently reduced epileptic activity, whether measured as number, mean duration, or total duration of spike-wave discharges. The ED50 for reducing the number of spike-wave discharges in the second hour was 0.4 mg/kg.
References	[1]. Stephens DN, et al. Abecarnil, a metabolically stable, anxioselective beta-carboline acting at benzodiazepine receptors. J Pharmacol Exp Ther. 1990 Apr;253(1):334-43. [2]. Barbaccia ML, et al. Stress-induced increase in brain neuroactive steroids: antagonism by abecarnil. Pharmacol Biochem Behav. 1996 May;54(1):205-10. [3]. Coenen AM, et al. Effects of the beta-carboline abecarnil on epileptic activity, EEG, sleep and behavior of rats. Pharmacol Biochem Behav. 1992 Jul;42(3):401-5. [4]. Turski L, et al. Anticonvulsant action of the beta-carboline abecarnil: studies in rodents and baboon, Papio papio. J Pharmacol Exp Ther. 1990 Apr;253(1):344-52.

Density	1.246g/cm3
Boiling Point	620.2ºC at 760mmHg
Molecular Formula	C₂₄H₂₄N₂O₄
Molecular Weight	404.45800
Flash Point	328.9ºC
Exact Mass	404.17400
PSA	73.44000
LogP	5.00670
Vapour Pressure	2.62E-15mmHg at 25°C
Index of Refraction	1.647
Storage condition	-20°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UU9783300

CHEMICAL NAME :: 9H-Pyrido(3,4-b)indole-3-carboxylic acid, 1-(methoxymethyl)-6-(phenylmethoxy)-, 1-methylethyl ester

CAS REGISTRY NUMBER :: 111841-85-1

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C24-H24-N2-O4

MOLECULAR WEIGHT :: 404.50

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 571 ug/kg

TOXIC EFFECTS :: Behavioral - hallucinations, distorted perceptions

REFERENCE :: BCPHBM British Journal of Clinical Pharmacology. (Blackwell Scientific Pub. Ltd., POB 88, Oxford, UK) V.1- 1974- Volume(issue)/page/year: 35,386,1993

Hazard Codes	Xn

9H-Pyrido(3,4-b)indole-3-carboxylic acid,1-(methoxymethyl)-6-(phenylmethoxy)-,1-methylethyl ester

6-benzyloxy-4-methoxymethyl-9H-pyrido[3,4-b]indole-3-carboxylic acid-1-methylethyl-ester

Abecarnil

isopropyl 6-benzyloxy-4-methoxymethyl-9H-pyrido[3,4-b]indole-3-carboxylate

Abecarnil (INN)

Abecarnilum [INN-Latin]

Propan-2-Yl 4-(Methoxymethyl)-6-(Phenylmethoxy)-9H-Pyrido[5,4-b]Indole-3-Carboxylate

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China
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China
Product Name: Abecarnil
Price: ￥Inquiry/100mg ￥Inquiry/250mg ￥Inquiry/1g
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Abecarnil

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