Arecoline

Modify Date: 2025-08-20 14:43:34

Arecoline Structure
Arecoline structure
Common Name Arecoline
CAS Number 63-75-2 Molecular Weight 155.19400
Density 1.059g/cm3 Boiling Point 209ºC at 760mmHg
Molecular Formula C8H13NO2 Melting Point N/A
MSDS N/A Flash Point 81.1ºC

 Use of Arecoline


Arecoline is an agonist at both muscarinic and nicotinic acetylcholine receptors. It is used in the form of various salts as a ganglionic stimulant, a parasympathomimetic, and a vermifuge, especially in veterinary practice.

 Names

Name arecoline
Synonym More Synonyms

 Chemical & Physical Properties

Density 1.059g/cm3
Boiling Point 209ºC at 760mmHg
Molecular Formula C8H13NO2
Molecular Weight 155.19400
Flash Point 81.1ºC
Exact Mass 155.09500
PSA 29.54000
LogP 0.35920
Index of Refraction 1.483
InChIKey HJJPJSXJAXAIPN-UHFFFAOYSA-N
SMILES COC(=O)C1=CCCN(C)C1

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QT2100000
CHEMICAL NAME :
Nicotinic acid, 1,2,5,6-tetrahydro-1-methyl-, methyl ester
CAS REGISTRY NUMBER :
63-75-2
BEILSTEIN REFERENCE NO. :
0123045
LAST UPDATED :
199703
DATA ITEMS CITED :
21
MOLECULAR FORMULA :
C8-H13-N-O2
MOLECULAR WEIGHT :
155.22
WISWESSER LINE NOTATION :
T6N CUTJ A1 CVO1

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 :
2500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
40 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - lacrimation Behavioral - convulsions or effect on seizure threshold Vascular - contraction (isolated tissues)
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
550 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
190 mg/kg
TOXIC EFFECTS :
Nutritional and Gross Metabolic - body temperature decrease
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
36 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Behavioral - excitement
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
5 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
5 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - hamster
DOSE/DURATION :
2698 mg/kg/65W-I
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Gastrointestinal - tumors
TYPE OF TEST :
Micronucleus test
TYPE OF TEST :
Unscheduled DNA synthesis
TYPE OF TEST :
Cytogenetic analysis
TYPE OF TEST :
Sister chromatid exchange
TYPE OF TEST :
Sperm Morphology

MUTATION DATA

TYPE OF TEST :
Mutation in mammalian somatic cells
TEST SYSTEM :
Rodent - hamster Lung
DOSE/DURATION :
5 mg/L
REFERENCE :
CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House, Southfield Road, Eynsham, Oxford OX8 1JJ, UK) V.1- 1980- Volume(issue)/page/year: 5,501,1984 *** REVIEWS *** IARC Cancer Review:Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 37,141,1985

 Safety Information

HS Code 2933399090

 Synthetic Route

 Customs

HS Code 2933399090
Summary 2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

methyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate
Arekolin
Arecolin
Arecholine
methyl N-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate
methyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate
3-Methoxycarbonyl-1-methyl-1,2,5,6-tetrahydropyridine
Arecaline
Methylarecaiden
methyl 1,2,5,6-tetrahydro-1-methylnicotinate
Methylarecaidin
Arecoline base
Arecaidine methyl ester
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