rotundine
- CAS NO.:483-14-7
- Empirical Formula: C21H25NO4
- Molecular Weight: 355.43
- MDL number: MFCD03265591
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-04 13:44:46
What is rotundine ?
Chemical properties
Off-White Solid
The Uses of rotundine
Rotundine is an analgesic drug found in Chinese herbal medicine, used to treat heart disease and liver damage.
What are the applications of Application
L-Tetrahydropalmatine is An alkaloid that depletes neurotransmitters
Definition
ChEBI: A berberine alkaloid obtained by formal addition of two molecules of hydrogen to the pyridine ring of palmatine.
Biological Activity
levo-tetrahydropalmatine (l-thp) is an active herbal constituent of preparations containing plant species of the genera stephania and corydalis. in china, it has been approved and used for a number of clinical indications under the drug name rotundine.
in vitro
in contrast to other thpb derivatives, l-thp is an antagonist at both of d1 and d2 receptors. the ki values for l-thp at d1 and d2 dopamine receptors are approximately 124 nm (d1) and 388 nm (d2), while the ic50 values are 166 nm and 1.4 μm for d1 and d2, respectively. the relatively high affinity of l-thp at d1 vs. d2 receptors, distinguishes it from other available dopamine receptor antagonist drugs (e.g., haloperidol) [1].
in vivo
it has been found that l-thp produces dose-dependent reductions in locomotor activity and operant responding for non-drug reinforcers in rats [1].
References
[1] wang jb, mantsch jr. l-tetrahydropalamatine: a potential new medication for the treatment of cocaine addiction. future med chem. 2012 feb;4(2):177-86.
Properties of rotundine
Melting point: | 141-143°C |
storage temp. | Sealed in dry,2-8°C |
solubility | insoluble in H2O; ≥16 mg/mL in DMSO; ≥2.95 mg/mL in EtOH with gentle warming and ultrasonic |
pka | 6.53±0.20(Predicted) |
Boiling point: | 482.9±45.0 °C(Predicted) |
Density | 1.23±0.1 g/cm3(Predicted) |
form | powder to crystal |
color | White to Light yellow |
λmax | 280nm(lit.) |
CAS DataBase Reference | 483-14-7 |
Safety information for rotundine
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H227:Flammable liquids H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. P337+P313:IF eye irritation persists: Get medical advice/attention. P370+P378:In case of fire: Use … for extinction. P403+P235:Store in a well-ventilated place. Keep cool. |
Computed Descriptors for rotundine
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