Myosmine

Modify Date: 2024-01-01 22:34:52

Myosmine Structure
Myosmine structure
Common Name Myosmine
CAS Number 532-12-7 Molecular Weight 146.189
Density 1.1±0.1 g/cm3 Boiling Point 244.7±22.0 °C at 760 mmHg
Molecular Formula C9H10N2 Melting Point 42-44°C
MSDS Chinese USA Flash Point 101.8±22.3 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of Myosmine


Myosmine, a specific tobacco alkaloid in nuts and nut products, has low affinity for a4b2 nicotinic acetylcholinergic receptors (nAChR) with a Ki of 3300 nM[1][2].

 Names

Name 3-(3,4-dihydro-2H-pyrrol-5-yl)pyridine
Synonym More Synonyms

 Myosmine Biological Activity

Description Myosmine, a specific tobacco alkaloid in nuts and nut products, has low affinity for a4b2 nicotinic acetylcholinergic receptors (nAChR) with a Ki of 3300 nM[1][2].
Related Catalog
Target

Ki: 3300 nM (a4b2 nAChR) and >10 µM (AT1)[1]

In Vitro Myosmine is easily nitrosated, yielding 4-hydroxy-1-(3-pyridyl)-1-butanone (HPB) and the esophageal tobacco carcinogen N'-nitrosonornicotine[2].
In Vivo Myosmine (0.001, 0.005, 0.5, and 50 micromol/kg; oral; in Wistar rats) causes a higher percentage of the radioactivity excreted in urine (86.2% and 88.9%) at the two lower doses (0.001 and 0.005 micromol/kg),as compared with the higher doses (0.5 and 50 micromol/kg), where only 77.8% and 75.4% of the dose is found in urine[2].
References

[1]. G Ferretti, er al. Binding of Nicotine and Homoazanicotine Analogues at Neuronal Nicotinic Acetylcholinergic (nACh) Receptors. Bioorg Med Chem Lett. 2003 Feb 24;13(4):733-5.

[2]. Wolfgang Zwickenpflug, et al. Metabolism of Myosmine in Wistar Rats. Drug Metab Dispos. 2005 Nov;33(11):1648-56.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 244.7±22.0 °C at 760 mmHg
Melting Point 42-44°C
Molecular Formula C9H10N2
Molecular Weight 146.189
Flash Point 101.8±22.3 °C
Exact Mass 146.084396
PSA 25.25000
LogP -0.63
Vapour Pressure 0.0±0.5 mmHg at 25°C
Index of Refraction 1.611
Storage condition 2-8°C
Stability Moisture, Temperature Sensitive

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UT7660000
CHEMICAL NAME :
Pyridine, 3-(1-pyrrolin-2-yl)-
CAS REGISTRY NUMBER :
532-12-7
BEILSTEIN REFERENCE NO. :
0119254
LAST UPDATED :
199709
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C9-H10-N2
MOLECULAR WEIGHT :
146.21
WISWESSER LINE NOTATION :
T6NJ C- BT5N AUTJ

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 :
1875 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold
REFERENCE :
PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 63,423,1946
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
190 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold
REFERENCE :
PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 63,423,1946

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302-H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xn
Risk Phrases R22
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS UT7660000
HS Code 2933990090

 Synthetic Route

 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%

 Articles27

More Articles
A reversed-phase HPLC-UV method developed and validated for simultaneous quantification of six alkaloids from Nicotiana spp.

J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 997 , 142-5, (2015)

A reversed-phase HPLC-UV method was developed, optimized, and validated for the separation and quantitation of six target alkaloids from leaves of Nicotiana species (nicotine, nornicotine, anatabine, ...

Effects of nicotine and minor tobacco alkaloids on intracranial-self-stimulation in rats.

Drug Alcohol Depend. 153 , 330-4, (2015)

While nicotine is the primary addictive compound in tobacco, other tobacco constituents including minor alkaloids (e.g., nornicotine, anabasine) may also contribute to tobacco addiction by mimicking o...

Low-dose nicotine self-administration is reduced in adult male rats naïve to high doses of nicotine: implications for nicotine product standards.

Exp. Clin. Psychopharmacol. 22(5) , 453-9, (2014)

Product standards that greatly reduce the content of nicotine within cigarettes may result in improved public health. The study presented here used an animal model to investigate whether individuals w...

 Synonyms

Prestwick_202
3-(4,5-dihydro-3H-pyrrol-2-yl)-pyridine
Pyridine, 3-(1-pyrrolin-2-yl)-
dehydronornicotine
3-(3,4-Dihydro-2H-pyrrol-5-yl)pyridine
Pyridine, 3-(3,4-dihydro-2H-pyrrol-5-yl)-
MFCD00052019
3-(1-Pyrrolin-2-yl)pyridine
Myosmine
Pyridine,3-(3,4-dihydro-2H-pyrrol-5-yl)
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