PseudococaineCAS# 478-73-9 |
- Cocaine
Catalog No.:BCN1901
CAS No.:50-36-2
Quality Control & MSDS
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Chemical structure
3D structure
| Cas No. | 478-73-9 | SDF | Download SDF |
| PubChem ID | 644005 | Appearance | Cryst. |
| Formula | C17H21NO4 | M.Wt | 303.35 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | methyl (1S,3S,4S,5R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-4-carboxylate | ||
| SMILES | CN1C2CCC1C(C(C2)OC(=O)C3=CC=CC=C3)C(=O)OC | ||
| Standard InChIKey | ZPUCINDJVBIVPJ-XGUBFFRZSA-N | ||
| Standard InChI | InChI=1S/C17H21NO4/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3/t12-,13+,14-,15-/m0/s1 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | 1. Pseudococaine produces high-voltage slow waves (HVSWs) in the EEG associated with behavioral depression. 2. Pseudococaine is more potent than cocaine in producing convulsions in the same monkeys. |
Pseudococaine Dilution Calculator
Pseudococaine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.2965 mL | 16.4826 mL | 32.9652 mL | 65.9304 mL | 82.4131 mL |
| 5 mM | 0.6593 mL | 3.2965 mL | 6.593 mL | 13.1861 mL | 16.4826 mL |
| 10 mM | 0.3297 mL | 1.6483 mL | 3.2965 mL | 6.593 mL | 8.2413 mL |
| 50 mM | 0.0659 mL | 0.3297 mL | 0.6593 mL | 1.3186 mL | 1.6483 mL |
| 100 mM | 0.033 mL | 0.1648 mL | 0.3297 mL | 0.6593 mL | 0.8241 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Detection and determination of pseudococaine in coca leaves and illicit cocaine samples.[Pubmed:7815033]
J Forensic Sci. 1994 Nov;39(6):1537-43.
Methodology is presented for the isolation, identification and determination of Pseudococaine in coca leaves and illicit cocaine. Coca leaves, crude cocaine base (coca paste), refined cocaine base and refined cocaine hydrochloride, all derived from the same geographic location in Bolivia, were examined. Pseudococaine and other coca alkaloids were isolated from leaf samples using toluene extraction followed by acid/Celite trap and ion-pair column chromatography, and from crude and refined cocaine samples by acid/Celite column ion-pairing chromatography. Mass spectral analysis of coca leaf isolates confirmed the presence of Pseudococaine. Pseudococaine was quantified by capillary gas chromatography with flame ionization detection at levels of 0.0001-0.035% (relative to cocaine) in refined illicit cocaine and coca leaves.
Cocaine and pseudococaine: comparative effects on electrical after-discharge in the limbic system of cats.[Pubmed:318203]
Brain Res Bull. 1978 Jul-Aug;3(4):341-7.
The effects of cocaine and its dextroisomer Pseudococaine on electrical after-discharge (AD) evoked by electrical stimulation of the hippocampus or amygdala were studied in cats with electrodes implanted in the brain. Intravenous injection of cocaine (2.0 to 4.0 mg/kg doses) produced a suppressive effect on the AD while producing low-voltage fast waves (LVFWs) in the electrical activities of the brain (EEG) associated with behavioral excitation. In contrast, Pseudococaine at the same dose as cocaine failed to show a significant suppressive effect on the AD except at high doses (5.0 mg/kg). Pseudococaine produced high-voltage slow waves (HVSWs) in the EEG associated with behavioral depression. A linear dose-response relationship was observed for the suppressive effect of cocaine on the AD. The results suggested that the limbic system may be involved as a primary site of action of cocaine in the central nervous system (CNS).
Comparative effects of cocaine and pseudococaine on EEG activities, cardiorespiratory functions, and self-administration behavior in the rhesus monkey.[Pubmed:96463]
Psychopharmacology (Berl). 1978 Apr 14;57(1):13-20.
The effects of cocaine and Pseudococaine on the EEGs, heart and respiratory rates, and self-administration behavior were studied in rhesus monkeys. An intravenous injection of cocaine (2.5 and 4.0 mg/kg) in the monkey produced low-voltage fast waves (LVFWs) in the EEGs and behavioral hyperexcitation accompanied by marked increases in the heart and respiratory rates with mydriasis and excessive salivation. In contrast, Pseudococaine produced high-voltage slow waves (HVSWs) in the EEGs and behavioral depression accompanied by the same symptoms of the autonomic functions as those produced by cocaine. Both isomers were self-administered by the monkeys. During cocaine self-administration sessions, the animals showed hyperexcitation in their overall behavior, while with Pseudococaine they showed almost normal behavioral responses. These results suggest that cocaine produced excitatory effects and Pseudococaine inhibitory effects on the EEGs and behavior. Both isomers stimulate the heart and respiratory rates, and were self-administered by the monkeys.
Asymmetric synthesis of the tropane alkaloid (+)-pseudococaine via ring-closing iodoamination.[Pubmed:22866940]
Org Lett. 2012 Aug 17;14(16):4278-81.
Ring-closing iodoamination of tert-butyl 2-hydroxy-7-[N-methyl-N-(alpha-methyl-p-methoxybenzyl)amino]cyclohept-3-ene-1-car boxylates proceeds with concomitant loss of the N-alpha-methyl-p-methoxybenzyl group to give the corresponding 8-azabicyclo[3.2.1]octane scaffolds in >99:1 dr. Subsequent elaboration of one of these templates provided access to (+)-Pseudococaine hydrochloride, in seven steps and 31% overall yield from commercially available starting materials.
Comparison of the convulsant effects of cocaine and pseudococaine in the rhesus monkey.[Pubmed:414826]
Brain Res Bull. 1977 Nov-Dec;2(6):417-24.
The convulsant effects of cocaine and its C2-epimer, Pseudococaine on EEG, respiration, heart rate and behavior were studied in the rhesus monkeys with electrodes implanted in the brain. Intravenous injections of cocaine (3.0 to 8.0 mg/kg) and Pseudococaine (3.0 to 7.0 mg/kg) in the animals produced a similar pattern of clonic convulsions accompanied by marked increases in the heart and respiratory rates with mydriasis and excessive salivation. However, both isomers showed different effects on the EEG and animal's behavior following convulsions; e.g., the cocaine-induced convulsions were followed by low-voltage fast waves in the EEGs associated with behavioral hyperexcitation, while Pseudococaine-induced convulsions were followed by high-voltage slow waves associated with behavioral depression and drowsiness with intermittent sleep. Pseudococaine was more potent than cocaine in producing convulsions in the same monkeys. The durations of convulsions produced by these drugs were dose-dependent.
