Basic information
- CAS
495-83-0- Standard SMILES
C/C=C(/C)C(=O)OC1C[C@H]2CC[C@@H](C1)N2C- InChIKey
UVHGSMZRSVGWDJ-FMRNMKQDSA-N- Molecular formula
- C13H21NO2
- Average molar mass
- 223.31 g/mol
- Monoisotopic mass
- 223.15722891
Names & identifiers
- Preferred name
- [(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (Z)-2-methylbut-2-enoate
- IUPAC
- [(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (Z)-2-methylbut-2-enoate
- English name
- tigloidine
- Molecular formula
- C13H21NO2
- Molecular weight
- 223.31
Names & synonyms
TigloidineTigloidinTiglyssinTigloyltropineTigloyltropeineTiglylpseudotropine3α-TigloyloxytropaneTigloyl pseudotropineTigloidine (Mixture of Enantiomers)2-Methylcrotonic acid (1R,5S)-tropan-3β-yl ester
Database identifiers
- CAS
495-83-0- PubChem CID
- 6540490
- ChEMBL
CHEMBL2107120- EC Number
- 207-810-5
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 29.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 297
Physicochemical properties
- Boiling point
- 290.2 · 290.2±33.0 °C(Predicted)
- Density
- 1.06 · 1.06±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Oil
- pka
- 10.03 · 10.03±0.40(Predicted)
- color
- Light yellow to yellow
- FDA UNII
- 75 GK1SV4EI · 75GK1SV4EI
Chemistry & industry
Applications
DescriptionA tropine alkaloid isolated from Duboisia rnyoporoides, this base is a colourless syrup which yields crystalline salts. The hydrobromide forms colourless, tabular crystals m.p. 234-5°C and is optically inactive; the aurichloride crystallizes as yellow plates, m.p. 213.5- 2140 C; the picrate as yellow rectangular plates, m.p. 239°C and the methiodide as square plates, m.p. 244-5°C. The alkaloid is unsaturated and the hydro bromide, on hydrogenation, furnishes dihydrotigloidine, giving a picrate, m.p. l34-5°C. When treated with bromine in CHC13 it forms dibromodihydrotigloidine, m.p. 187°C (dec.). The free base may be hydrolyzed by boiling with H20 when it furnishes pseudotropine and tiglic acid. The base is therefore the tiglyl ester of pseudotropine. By comparison, tiglyltropine gives a hydrobromide with m.p. 207°C and a picrate, m.p. 200°C.
UsesTigloidin is an analogue of atropine, with anticholinergic activity.
Suppliers14 total
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
武汉天植生物技术有限公司18607101326 15172504745 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
EMMX Biotechnology LLC888-539-0666 · [email protected]
Shaanxi Didu New Materials Co. Ltd
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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