Tropine

Modify Date: 2024-01-01 18:03:59

Tropine Structure
Tropine structure
 Common Name Tropine
CAS Number 120-29-6 Molecular Weight 141.211
Density 1.1±0.1 g/cm3 Boiling Point 233.0±0.0 °C at 760 mmHg
Molecular Formula C8H15NO Melting Point 50-60 °C(lit.)
MSDS USA Flash Point 112.5±14.5 °C

 Use of Tropine


Tropine is a secondary metabolite of Solanaceae plants, is an anticholinergic agent[1]. Tropine is a common intermediate in the synthesis of a variety of bioactive alkaloids, including hyoscyamine and scopolamine[2].

 Names

Name tropine
Synonym More Synonyms

 Tropine Biological Activity

Description Tropine is a secondary metabolite of Solanaceae plants, is an anticholinergic agent[1]. Tropine is a common intermediate in the synthesis of a variety of bioactive alkaloids, including hyoscyamine and scopolamine[2].
Related Catalog
References

[1]. Grynkiewicz G, et al. Tropane alkaloids as medicinally useful natural products and their synthetic derivatives as new drugs.Pharmacol Rep. 2008 Jul-Aug;60(4):439-63.

[2]. Richter U, et al. Overexpression of tropinone reductases alters alkaloid composition in Atropa belladonna root cultures.J Exp Bot. 2005 Feb;56(412):645-52. Epub 2005 Jan 10.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 233.0±0.0 °C at 760 mmHg
Melting Point 50-60 °C(lit.)
Molecular Formula C8H15NO
Molecular Weight 141.211
Flash Point 112.5±14.5 °C
Exact Mass 141.115356
PSA 23.47000
LogP -0.10
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.526
Storage condition 2-8°C
Water Solubility 100 g/L (20 ºC)

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
YM3875000
CHEMICAL NAME :
1-alpha-H,5-alpha-H-Tropan-3-alpha-ol
CAS REGISTRY NUMBER :
120-29-6
BEILSTEIN REFERENCE NO. :
0080188
LAST UPDATED :
199701
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C8-H15-N-O
MOLECULAR WEIGHT :
141.24

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
139 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ANCPAC Annales de Chimie. (Masson et Cie, Paris, France) V.9-15, 1914-77. Volume(issue)/page/year: 7,537,1962
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
>50 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ANCPAC Annales de Chimie. (Masson et Cie, Paris, France) V.9-15, 1914-77. Volume(issue)/page/year: 7,537,1962

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xn:Harmful;
Risk Phrases R20/22
Safety Phrases S22-S24/25
RIDADR 1544
WGK Germany 3
RTECS YM3875000
Packaging Group III
Hazard Class 6.1(b)
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%

 Articles25

More Articles
Tropine dehydrogenase: purification, some properties and an evaluation of its role in the bacterial metabolism of tropine.

Biochem. J. 307 ( Pt 2) , 603-8, (1995)

Tropine dehydrogenase was induced by growth of Pseudomonas AT3 on atropine, tropine or tropinone. It was NADP(+)-dependent and gave no activity with NAD+. The enzyme was very unstable but a rapid puri...

The metabolism of atropine in man.

J. Pharm. Pharmacol. 38(10) , 781-4, (1986)

A metabolic pattern of atropine in man, based on the detection of radiolabelled products in urine by high performance liquid chromatography after administration of [3H]atropine sulphate to a normal vo...

Determination of nitrogen-15 isotope fractionation in tropine: evaluation of extraction protocols for isotope ratio measurement by isotope ratio mass spectrometry.

Rapid Commun. Mass Spectrom. 23(24) , 4031-7, (2009)

N-Demethylation of tropine is an important step in the degradation of this compound and related metabolites. With the purpose of understanding the reaction mechanism(s) involved, it is desirable to me...

 Synonyms

(1R,5S)-8-Methyl-8-azabicyclo[3.2.1]octan-3-ol
8-Methyl-8-azabicyclo[3.2.1]octan-3-ol
Tropine
endo-Tropanol
TROPAN-3ALPHA-OL
3alpha-Tropanol
8-Azabicyclo[3.2.1]octan-3-ol, 8-methyl-
EINECS 204-384-2
MFCD00005551
8-Azabicyclo[3.2.1]octan-3-ol, 8-methyl-, (1R,5S)-
endo-8-Methyl-8-azabicyclo[3.2.1]octan-3-ol
tropinol
3-TROPANOL
TROPANOL
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