Shanghai Nianxing Industrial Co., Ltd
China
Product Name: Anabasine
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Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: Anabasine
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Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: L-(-)-Anabasine
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Henan Tianfu Chemical Co., Ltd.
China
Product Name: (-)-ANABASINE
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494-52-0

494-52-0 structure

494-52-0 structure

Name: Anabasine
Chemical Name: (S)-anabasine
CAS Number: 494-52-0
Molecular Formula: C₁₀H₁₄N₂
Molecular Weight: 162.23200
Catalog: Chemical reagent Organic reagent Sulfone, sulfoxide compound
Create Date: 2018-08-16 14:05:43
Modify Date: 2025-08-24 11:40:31
Anabasine is a nicotinic receptor agonist.

Name	(S)-anabasine
Synonyms	3-(2S)-2-piperidinylpyridine 3-[(2S)-piperidin-2-yl]pyridine anabasine 3-[(2S)-2-piperidyl]pyridine (-)-Anabasine (S)-3-(Piperidin-2-yl)pyridine neonicotine EINECS 207-791-3 MFCD00871391

Description	Anabasine is a nicotinic receptor agonist.
Related Catalog	Signaling Pathways >> Membrane Transporter/Ion Channel >> nAChR Signaling Pathways >> Neuronal Signaling >> nAChR Research Areas >> Neurological Disease
Target	nicotinic receptor[1]
In Vivo	Anabasine significantly reverses the impairment at the 0.2 mg/kg (p<0.05) and 2 mg/kg doses (p<0.025). Anabasine does not have any significant effects on response latency when administered alone. The 0.06 mg/kg Anabasine dose, in fact, significantly (p<0.05) exacerbates the dizocilpine-induced impairment. None of these Anabasine doses affects choice accuracy on their own. Individual dose comparisons show that the 0.06 mg/kg Anabasine dose plus dizocilpine (6.7±2.6) causes a significant (p<0.05) increase in non-response trials compare with dizocilpine alone (2.1±0.8)[1].
Animal Admin	Adult (age range 4 to 16 months) female Sprague-Dawley rats are used in this study. One group of rats (N=12) is trained on the radial arm maze test of working and reference memory and undergo tests of an acute dose-response of Anabasine (0.02, 0.2, 1 and 2 mg/kg). Then, two doses of Anabasine (0.2 and 2 mg/kg) are tested alone or in combination with the glutamate NMDA antagonist dizocilpine (0.05 mg/kg). The saline vehicle is used as vehicle control and dizocilpine alone is used as an impaired control. All conditions are given to each rat in a repeated measures counterbalanced design[1].
References	[1]. Levin ED, et al. Effects of tobacco smoke constituents, anabasine and anatabine, on memory and attention in female rats. J Psychopharmacol. 2014 Oct;28(10):915-22.

Density	1,0455 g/cm3
Boiling Point	270-272°C
Melting Point	9°C
Molecular Formula	C₁₀H₁₄N₂
Molecular Weight	162.23200
Flash Point	93°C
Exact Mass	162.11600
PSA	24.92000
LogP	2.22500
Vapour Pressure	0.00662mmHg at 25°C
Index of Refraction	1.5430

CHEMICAL IDENTIFICATION

RTECS NUMBER :: BV4375000

CHEMICAL NAME :: Anabasine

CAS REGISTRY NUMBER :: 494-52-0

BEILSTEIN REFERENCE NO. :: 0082637

LAST UPDATED :: 199612

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C10-H14-N2

MOLECULAR WEIGHT :: 162.26

WISWESSER LINE NOTATION :: T6NJ C- BT6MTJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 50 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 48,95,1933

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 3 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 48,95,1933

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 1 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 48,95,1933

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 100 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 48,95,1933

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 22 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85JCAE "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986 Volume(issue)/page/year: -,1348,1986

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Mammal - species unspecified

DOSE/DURATION :: 39 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No.1- 1967- Volume(issue)/page/year: 10,1478,1976 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 20800 ug/kg

SEX/DURATION :: female 30-37 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue) Reproductive - Specific Developmental Abnormalities - musculoskeletal system

REFERENCE :: TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 30,61,1984 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 0.1 mg/m3;Skin JAN 1993

Hazard Codes	T:Toxic
Risk Phrases	R23/24/25
Safety Phrases	S28-S36/37-S45-S61
RIDADR	3140
RTECS	BV4375000
Packaging Group	I
Hazard Class	6.1

Precursor 8
283610-12-8 314280-34-7 500-22-1 1207459-99-1
121675-95-4 337974-58-0 22971-46-6 439085-00-4
DownStream 10
37620-20-5 59-67-6 110-86-1 100-70-9
100-54-9 581-50-0 53912-89-3 1133-64-8
13078-04-1 24380-92-5

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