Tropine

Tropine  |

|

Names
Preferred IUPAC name

(1R,3r,5S)-8-Methyl-8-azabicyclo[3.2.1]octan-3-ol

Other names

α-Tropine; Tropanol

Identifiers

CAS Number

* 120-29-6 Y

3D model (JSmol)

* Interactive image

ChemSpider |

* 10180559 N

ECHA InfoCard | 100.003.986
MeSH | Tropine

PubChem CID

* 8424

UNII |

* 7YXR19M72Y Y

CompTox Dashboard (EPA)

* DTXSID2049399

InChI

* InChI=1S/C8H15NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-8,10H,2-5H2,1H3/t6-,7+,8+ N

Key: CYHOMWAPJJPNMW-JIGDXULJSA-N N

* InChI=1/C8H15NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-8,10H,2-5H2,1H3/t6-,7+,8+

Key: CYHOMWAPJJPNMW-JIGDXULJBD

SMILES

* CN1[C@@H]2CC[C@H]1C[C@H](C2)O

Properties

Chemical formula

| C8H15NO
Molar mass | 141.214 g·mol−1
Appearance  | Hygroscopic plates
Density | 1.016 g/cm3 at 100 °C
Melting point | 64 °C (147 °F; 337 K)
Boiling point | 233 °C (451 °F; 506 K)
Solubility | Very soluble in water, diethyl ether, ethanol[1]

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

N verify (what is YN ?)

Infobox references

Chemical compound

Tropine is a derivative of tropane containing a hydroxyl group at the third carbon. It is also called 3-tropanol.[1]

Tropine is a central building block of many chemicals active in the nervous system, including tropane alkaloids. Some of these compounds, such as long-acting muscarinic antagonists are used as medicines because of these effects.[2]

## Contents

* 1 Chemistry
* 1.1 Synthesis
* 2 See also
* 3 References

## Chemistry[edit]

### Synthesis[edit]

It can be prepared by hydrolysis of atropine.[3]

## See also[edit]

* Pseudotropine
* Atropine
* Tropinone
* Tropane alkaloid

## References[edit]

1. ^ a b Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, Florida: CRC Press, pp. 3–564, ISBN 0-8493-0594-2
2. ^ Ping, Yu; Li, Xiaodong; You, Wenjing; Li, Guoqiang; Yang, Mengquan; Wei, Wenping; Zhou, Zhihua; Xiao, Youli (10 June 2019). "Production of the Plant-Derived Tropine and Pseudotropine in Yeast". ACS Synthetic Biology. 8 (6): 1257–1262. doi:10.1021/acssynbio.9b00152. PMID 31181154. S2CID 184484993.
3. ^ "Cocaine analog in two steps from native plant material".

This article about a heterocyclic compound is a stub. You can help Wikipedia by expanding it.

|

* v
* t
* e

*[CID]: Compound ID
*[EPA]: U.S. Environmental Protection Agency
*[v]: View this template
*[t]: Discuss this template
*[e]: Edit this template