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(-)-ANABASINE

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CAS:13078-04-1
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CAS:13078-04-1
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Products Intro: Product Name:3-(piperidin-2-yl)pyridine
CAS:13078-04-1
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CAS:13078-04-1
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  • (±) Anabasine
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  • CAS:13078-04-1
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  • (-)-ANABASINE
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  • CAS:13078-04-1
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  • Purity: 99%
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(-)-ANABASINE Basic information
Product Name:(-)-ANABASINE
Synonyms:(±)-Anabasine, tech. 85%;3-(2-Piperidinyl)pyridine, Neonicotine;2-(3-Pyridyl)piperidine, Neonicotine;3-piperidin-2-ylpyridine hydrochloride;(±)-Anabasine,3-(2-Piperidinyl)pyridine, Neonicotine;Anabasine,2-(3-Pyridyl)piperidine, Neonicotine;Anabasine, Neonicotine, 2-(Pyridin-3-yl)piperidine;Nicotine EP Impurity G (Anabasine )
CAS:13078-04-1
MF:C10H14N2
MW:162.23
EINECS:621-972-8
Product Categories:Aromatics Compounds;Alkaloids;Pyrans, Piperidines &Piperazines;Neuroscience;Neurotransmission;Neurotransmitters;Pesticides &;Pesticides Standards;Pyridines;Heterocycles;Nicotinic Acetylcholine Receptor Modulators;Agonists;Analytical Standards;Aromatics;Nicotine Derivatives;Pyrans, Piperidines & Piperazines;Analytical/Chromatography;AN-AZ;Bioactive Small Molecules;Botanicals;Building Blocks;C10;Cell Biology;Cell Signaling and Neuroscience;Chemical Synthesis;Cholinergics;Chromatography;Environmental Standards;Heterocyclic Building Blocks;Insecticides;Ion Channels;Ligand-Gated Ion Channels;Metabolites
Mol File:13078-04-1.mol
(-)-ANABASINE Structure
(-)-ANABASINE Chemical Properties
Melting point 9 °C
Boiling point 270 °C
density 1.05 g/mL at 25 °C(lit.)
refractive index 1.5440
Fp 93 °C
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility H2O: 10 mg/mL
pka8.98±0.10(Predicted)
form liquid
color colorless to yellow
Merck 14,619
BRN 82639
Major Applicationagriculture
environmental
InChIInChI=1S/C10H14N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h3-4,6,8,10,12H,1-2,5,7H2
InChIKeyMTXSIJUGVMTTMU-UHFFFAOYSA-N
SMILESC1(C2NCCCC2)=CN=CC=C1
LogP0.852 (est)
Safety Information
Hazard Codes T,Xn
Risk Statements 23/24/25-36/37/38-25-20/21/22-51/53-27/28
Safety Statements 36/37/39-45-26-36-57-27/28-23-20
RIDADR UN 3140 6.1/PG 2
WGK Germany 3
RTECS BV4375000
Hazard Note Toxic
HazardClass 6.1
PackingGroup I
HS Code 29339900
Storage Class6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard ClassificationsAcute Tox. 3 Oral
MSDS Information
ProviderLanguage
ACROS English
ALFA English
(-)-ANABASINE Usage And Synthesis
DescriptionAnatabine is an alkaloid found in the root, fibrous roots, or bark of Alangium chinense (Lour) Harms. The herb was recorded in “Jianyi Bencao,” “Bencao Gangmu Shiyi,” and “Zhi Wu Ming Shi Tu Kao.” Alangium chinense is widely distributed in the east and south of China. It is also called “Bailongxu” in Shaanxi, Yunnan, and Guizhou provinces, “Baijintiao” in Guangxi province, and “Bajiaowutong,” “Bajiaojinpan,” or “Laolongxu” in Jiangxi and Hubei provinces. This plant is commonly used as a traditional Chinese medicine. The Alangium species includes more than 30 plants which are distributed in Asia, Oceania, and Africa. Nine of these plants are distributed in China. The root and the stem parts of Alangium plants are toxic.
Chemical PropertiesColourless Oil
Physical propertiesAppearance: Colorless to yellow liquid. Solubility: Soluble in water and common organic solvents. Boiling point: 110?°C. Refractive index: 1.5418. Density: 1.0516?g cm?3.
HistoryAlangium chinense contains alkaloids, sugars, saponins, steroids, triterpenes, anthraquinones and their glycosides, and other ingredients. In 1974, dl-anabasine was isolated from the fibrous roots of Alangium chinense . Four isoquinoline alkaloids including two new alkaloids (?)-10-O-dimethyl-eugenol base and 10-O-dimethyl-eugenol base were isolated. P-amyrin acetate, triacontanol, and β-sitosterol were then found in its leaves . Seven glycosides were isolated from the water-soluble fraction of dried leaves of Alangium chinense, and eight glycosides were also isolated from the n-butanol soluble part . Three new lignincompounds including 2-O-(β-apio-furanosyl)-β-glucoside, E ferulic acid ester, and Z ferulic acid ester were extracted from Alangium chinense, and their structures were determined. Nakamoto et?al. extracted 7-O-acetylmaleic acid from Alangium chinense and determined the structure. There are also long-chain fatty acids and short-chain alkanes in Alangium chinense leaves. The volatile oil was then analyzed, and 59 components are identified by GC-MS.?The total alkaloid content in the Alangium chinense was found to be fibrous root > fine root > coarse root > branch wood > leaf.
UsesAnabasine, a tobacco alkaloid, was used as a biomarker of active tobacco use.
UsesA nicotinic receptor agonist
Usesinsecticide
DefinitionChEBI: A pyridine alkaloid that is pyridine substituted by a piperidin-2-yl group at position 3.
General DescriptionAnabasine inhibited androstenedione conversion to estrogen in a dose-dependent manner.
PharmacologyAlangium plants have wide pharmacological effects including muscle relaxation, central inhibition, anticancer, antibacterial, and so on. The “Jisong-II” injection has presynaptic and postsynaptic effects on the neuromuscular junction, and it acts as noncompetitive muscular relaxant . In 1979, the respiratory suppression experiments showed that Alangium chinense is a central nervous system depressant . The extract of Alangium chinense significantly inhibits the growth of P388 lymphoblastic leukemia and Gardner lymphosarcoma in mice, but it has no effect on Gross virus-induced leukemia, Warner myelomonocytic leukemia, and B16 melanoma . Another study reported that the anabasine could excite respiratory similar to nicotine and lobeline. Anabasine also induces high blood pressure and bradycardia. The components in the Alangium chinense extract can bind to the M, 5-HT and dopamine receptors indicating that Alangium chinense affects the central nervous system.
Clinical UseThe Alangium chinense was used for treating rheumatoid arthritis.
(-)-ANABASINE Preparation Products And Raw materials
Preparation ProductsN-tert-Butoxycarbonylanabasine
Tag:(-)-ANABASINE(13078-04-1) Related Product Information
(-)-ANABASINE,ANABASINE,L(-)-ANABASINE,L-ANABASINE,S-(-)-Anabasine (-)-ANABASINE (R,S)-N-NITROSOANABASINE (5-Bromopicolinoyl)piperidine, (5-Bromopyridin-2-yl)(piperidin-1-yl)methanone 1-(5-Bromopyrimidin-2-yl)piperidine-3-carboxylic acid DL-ANABASINE Hydrochloride 1-(3-CHLOROPYRIDIN-2-YL)PIPERIDIN-4-AMINE (R,S)-ANABASINE,DL-ANABASINE,ANABASINE,ANABASINE, DL-,(+/-)-ANABASINE 1-Pyridin-4-ylpiperidine 1-(2-Pyridinyl)-4-piperidinamine 1-(PYRIDIN-4-YL)-PIPERIDINE-4-CARBOXYLIC ACID N-[1-(3-CHLOROPYRIDIN-2-YL)PIPERIDIN-4-YL]ACETAMIDE 3-BROMO-5-(2-PIPERIDINYL)PYRIDINE N-(beta-Hydroxypropyl)anabasine (+)-Anabasine.HCl N-Methylanabasine 2-(3,4,5,6-Tetrahydro-2H-[2,3']bipyridinyl-1-yl)-ethanol ANABASINE HYDROCHLORIDE (3-(2-PIPERIDYL)PYRIDINE HYDROCHLORIDE),ANABASINE HYDROCHLORIDE

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