Completing data — refresh the page later to see the latest
Basic information
- CAS
17659-49-3- Standard SMILES
CN1C2CC(OC(=O)C(CO)c3ccccc3)CC1C(O)C2- InChIKey
WTQYWNWRJNXDEG-UHFFFAOYSA-N- Molecular formula
- C17H23NO4
- Average molar mass
- 305.4 g/mol
- Monoisotopic mass
- 305.16270821
Names & identifiers
- Preferred name
- (6-Hydroxy-8-methyl-8-azabicyclo(3.2.1)octan-3-yl) 3-hydroxy-2-phenylpropanoate
- IUPAC
- (6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenylpropanoate
- English name
- Anisodamine
- Molecular formula
- C17H23NO4
- Molecular weight
- 305.37
Names & synonyms
6-Hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate(6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenylpropanoate(6-Hydroxy-8-methyl-8-azabicyclo(3.2.1)octan-3-yl) 3-hydroxy-2-phenylpropanoate6-Hydroxy-8-methyl-8-azabicyclo(3.2.1)octan-3-yl 3-hydroxy-2-phenylpropanoateRefChem:405056977-449-2racanisodamine17659-49-3RaceanisodamineMFCD037646017beta-Hydroxyhyoscyamine6-Hydroxy hyoscyamine
Show more names
654、654-2ANISODAMINELAnisodaMineANISODAMINE USP/EP/BPAnisodamine IntermediateRacanisodamine (Standard)Racanisodamine, 10 mM in DMSOHyoscyamine Sulfate Impurity 8Tropic acid 6-hydroxy-3-tropanyl ester
(-)-AnisodamineAKOS005388168NCGC00095248-02CS-0018553SR-01000161872rac-Anisodamine[(1S,3S,5S,6S)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate7(c)micro-hydroxyhyoscyamine
Properties
Computed structural propertiesFilling in
- XLogP
- 0.9
- Topological polar surface area
- 70 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 5
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 396
Experimental & physicochemical properties
Kovats Retention Index
2484.2；2332
2335
Collision Cross Section170.9 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated]
Physicochemical properties
- Melting point
- 106 · 106-109°C
- Boiling point
- 474.6 · 474.6±45.0 °C(Predicted)
- Density
- 1.27 · 1.27
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 14.12 · 14.12±0.10(Predicted)
- color
- White
- InChI
- InChI=1/C17H23NO4/c1-18-12-7-13(9-15(18)16(20)8-12)22-17(21)14(10-19)11-5-3-2-4-6-11/h2-6,12-16,19-20H,7-10H2,1H3/t12-,13+,14-,15+,16+/s3
- InChIKey
- WTQYWNWRJNXDEG-FUSWRVNVNA-N
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)；Eye Irrit. 2 (100%)
Safety data
- hs_code
- 29399990
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H315-H319-H227
- Precautionary statements
- P501-P210-P264-P280-P302+P352-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313-P403+P235
Chemistry & industry
Applications
DescriptionAmisodamine is a kind of alkaloid which is mainly living in anisodus tanguticus, which is a M receptor just like Atropine. It is a kind of traditional Chinese medicine which comes from the “National assembly of Chinese Herbal medicine”, and it is the alias of zangjia registered in “Chines herbal medicine summary of shan gan ning qing”. It is a perennial root herb that lives in the bottom slope in the eastern Tibet, Qinghai Province, the Southern GanSu Province, the western SiChuan Province, the northwestward YunNan Province. Since the sources is scare, racemic form of raceanisodamine is the main drug in clinic.
DescriptionAnisodamine is a natural tropane alkaloid shown to be a weak antagonist of α1-adrenoceptors, blocking WB-4101 and clonidine binding in brain membrane preparations with pKi values of 2.63 and 1.61, respectively. Anisodamine also has antioxidant effects that may protect against free radical-induced cellular damage. Anisodamine is predominantly found in the roots of A. tanguticus, which is used in traditional Chinese medicine for topical applications.
HistoryIt is the traditional Chinese medicine and the rich folk herbs that create favorable conditions to look for and develop good medicine. Dated from ancient times, anisodus tanguticus used to the treatment of pain. Unfortunately, it can lead to atropine poisoning resulted from large dosage. When found the adverse effects, research made analysis and finally discovered six kinds of ramifications. Besides, they found two types alkaloid anisodamine and anisodine. Compared with atropine, anisodamen has one more hydroxy in tropic ring and named “654”.
Usesanticholinergic, antispasmodic
UsesTropic Acid 6-Hydroxy-3-tropanyl Ester is a Hycosamine (H674300) derivative, which is a natural compound with inhibitory activity against cholinesterases.
Suppliers100 total
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…