(±)-Nornicotine

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Names

[ CAS No. ]:
5746-86-1

[ Name ]:
(±)-Nornicotine

[Synonym ]:
3-pyrrolidin-2-yl-pyridine
EINECS 200-659-6
NORNICOTINE,DL
2-[3-PYRIDYL]PYRROLIDINE
(+/-)-nor-nicotine
(2S)-2-(3-Pyridinyl)pyrrolidinium
2-(3-pyridyl)pyrollidine
MFCD00016913
2-[3-PYRIDYL]PYRROLIDONE
DL-NORNICOTINE
2-(3-Pyridinyl)pyrrolidine
(R,S)-NORNICOTINE
Pyrrolidinium, 2-(3-pyridinyl)-, (2S)-

Chemical & Physical Properties

[ Density]:
1,074 g/cm3

[ Boiling Point ]:
107-108°C 2mm

[ Molecular Formula ]:
C9H12N2

[ Molecular Weight ]:
148.20500

[ Flash Point ]:
101°C

[ Exact Mass ]:
148.10000

[ PSA ]:
24.92000

[ LogP ]:
1.83490

[ Index of Refraction ]:
1.54

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
H2O: 50 mg/mL

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QS6350000
CHEMICAL NAME :
Nicotine, 1'-demethyl-, (+-)-
CAS REGISTRY NUMBER :
5746-86-1
LAST UPDATED :
199206
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C9-H12-N2
MOLECULAR WEIGHT :
148.23
WISWESSER LINE NOTATION :
T6NJ C- BT5MTJ -+-

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
18750 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
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: 50,93,1934
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
25 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
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: 50,93,1934
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
900 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
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: 50,93,1934
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
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: 50,93,1934

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H312-H315-H319-H332-H335

[ Precautionary Statements ]:
P261-P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R20/21/22;R36/37/38

[ Safety Phrases ]:
S26-S36/37

[ RIDADR ]:
2810

[ WGK Germany ]:
3

[ RTECS ]:
QS6350000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1

[ HS Code ]:
2933990090

Precursor & DownStream

Precursor

  • Myosmine
  • 2-(3-Pyridinyl)-2-pyrroline
  • 3-[1-(4-toulenesulfonyl)pyrrolidin-2-yl]pyridine
  • 3-Bromo-5-(2-pyrrolidinyl)pyridine
  • 3-Vinyl-2-pyrrolidinone
  • N-tosyl-2-(3-pyridyl)-4-methylenepyrrolidine
  • 5-Bromonicotinic acid

DownStream

  • (S)-Nornicotine
  • (R)-3-(pyrrolidin-2-yl)pyridine
  • Nicotinic acid
  • (+/-)-nicotine-methyl-d3
  • N-Formylnornicotine
  • (±)-nicotine
  • L-Nicotine
  • (+)-Nicotine
  • (R,S)-N-Ethylnornicotine

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

6'-Methylpyrido[3,4-b]norhomotropane: synthesis and outstanding potency in relation to the alpha4beta2 nicotinic receptor pharmacophore model.

Bioorg. Med. Chem. Lett. 15 , 877-81, (2005)

6'-Methylpyrido[3,4-b]norhomotropane [synthesis as the racemate reported here] is more potent at the alpha4beta2 nicotinic receptor than any previous bridged nicotinoid. The two nitrogens and 6'-methy...

3-(2-Aminoethyl)pyridine analogs as alpha4beta2 nicotinic cholinergic receptor ligands.

Bioorg. Med. Chem. Lett. 15 , 4308-12, (2005)

An examination of several 3-(2-aminoethyl)pyridine analogs suggests that they likely orient at alpha4beta2 nicotinic cholinergic receptors in a different fashion than their correspondingly substituted...

Abuse potential of non-nicotine tobacco smoke components: acetaldehyde, nornicotine, cotinine, and anabasine.

Nicotine Tob. Res. 15(3) , 622-32, (2013)

This review identified published animal studies evaluating the possible abuse potential of acetaldehyde, nornicotine, cotinine, and anabasine based on five commonly used paradigms. These include their...


More Articles


Related Compounds

  • (±)7(8)-DiHDPA
  • (±)-Amiflamine
  • (±)13(14)-EpDPA
  • (±)-Equol
  • (±)-Carbinoxamine-d6
  • (±)-ErSO
  • N-[5-(2,4-difluorophenyl)-1,3,4-oxadiazol-2-yl]cyclopentanecarboxamide
  • 2-(4-Fluorophenyl)-6-(4-methylimidazol-1-yl)quinoline
  • N-(5-(2,4-difluorophenyl)-1,3,4-oxadiazol-2-yl)-2-(3-methoxyphenyl)acetamide
  • N-(5-(4-(trifluoromethyl)phenyl)-1,3,4-oxadiazol-2-yl)thiophene-2-carboxamide
  • 5-nitro-N-(5-(4-(trifluoromethyl)phenyl)-1,3,4-oxadiazol-2-yl)furan-2-carboxamide
  • (E)-3-(thiophen-2-yl)-N-(5-(4-(trifluoromethyl)phenyl)-1,3,4-oxadiazol-2-yl)acrylamide
  • N-(5-(4-(trifluoromethyl)phenyl)-1,3,4-oxadiazol-2-yl)cyclopropanecarboxamide
  • N-(5-(4-(trifluoromethyl)phenyl)-1,3,4-oxadiazol-2-yl)benzofuran-2-carboxamide
  • 2-(thiophen-2-yl)-N-(5-(4-(trifluoromethyl)phenyl)-1,3,4-oxadiazol-2-yl)acetamide
  • 1,5-Dimethyl-N-[5-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-yl]-1H-pyrazole-3-carboxamide
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