CAS 494-52-0|Anabasine

Introduction：Basic information about CAS 494-52-0|Anabasine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameAnabasine
CAS Number494-52-0Molecular Weight162.23200
Density1,0455 g/cm3Boiling Point270-272°C
Molecular FormulaC10H14N2Melting Point9°C
MSDS/Flash Point93°C

Names

Name(S)-anabasine
SynonymMore Synonyms

Anabasine BiologicalActivity

DescriptionAnabasine is a nicotinic receptor agonist.
Related CatalogSignaling Pathways >>Membrane Transporter/Ion Channel >>nAChRSignaling Pathways >>Neuronal Signaling >>nAChRResearch Areas >>Neurological Disease
Target

nicotinic receptor[1]

In VivoAnabasine 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 AdminAdult (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.

Chemical & Physical Properties

Density1,0455 g/cm3
Boiling Point270-272°C
Melting Point9°C
Molecular FormulaC10H14N2
Molecular Weight162.23200
Flash Point93°C
Exact Mass162.11600
PSA24.92000
LogP2.22500
Vapour Pressure0.00662mmHg at 25°C
Index of Refraction1.5430
InChIKeyMTXSIJUGVMTTMU-JTQLQIEISA-N
SMILESc1cncc(C2CCCCN2)c1

Toxicological Information

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

Safety Information

Hazard CodesT:Toxic
Risk PhrasesR23/24/25
Safety PhrasesS28-S36/37-S45-S61
RIDADR3140
RTECSBV4375000
Packaging GroupI
Hazard Class6.1

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
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MFCD00871391
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