- PHYSOSTIGMINE
- Physostigmine methiodide
- PHYSOSTIGMINE SALICYLATE (1:1)
- Physostigmine sulfate
- 57476-50-31H-Indole-1-carboxylicacid, 3-formyl-, 1,1-dimethylethyl ester
- 57477-98-2[1,1'-Biphenyl]-4-propanoicacid, β-oxo-, ethyl ester
- 57478-19-0Benzenamine,4-[4-(trifluoromethyl)phenoxy]-
- 5747-92-23-Pyrrolidinecarboxylicacid, 1-(phenylmethyl)-, ethyl ester
- 57479-70-6Benzoic acid,4-chloro-2-methoxy-
- 57481-63-71-Ethyl-3-methyl-2-thiobarbituric acid
- 57481-65-91-Methyl-3-propyl-2-thiobarbituric acid
- 5748-36-7[1,1'-Biphenyl]-4-amine,3'-chloro-
- 5748-38-9Ethanone,1-(4'-methyl[1,1'-biphenyl]-4-yl)-
- 5748-41-4[1,1'-Biphenyl]-4-carboxylicacid, 4'-chloro-
Hot Products
- 104987-11-3Tacrolimus
- 141-53-7Sodium formate
- 8001-54-5Quaternary ammonium compounds, alkylbenzyldimethyl, chlorides
- 9003-39-8Povidone
- 10161-34-9Trenbolone acetate
- 402957-28-2Telaprevir
- 68-19-9Cyanocobalamin
- 7631-86-9Silicon dioxide
- 302-79-4Tretinoin
- 77-92-9Citric acid
|
Basic Information |
|
Post buying leads |
|
Suppliers |
|
Cas Database |
| Name |
PHYSOSTIGMINE |
EINECS | N/A |
| CAS No. | 57-47-6 | Density | 1.166g/cm3 |
| PSA | 44.81000 | LogP | 2.16770 |
| Solubility | Soluble in water (1:75), alcohol (1:10), chloroform (1:1), ether (1:30), and DMSO. | Melting Point |
102-104 °C(lit.) |
| Formula | C15H21 N3 O2 | Boiling Point | 393.5°Cat760mmHg |
| Molecular Weight | 275.351 | Flash Point | 191.8°C |
| Transport Information | N/A | Appearance | solid |
| Safety | A human poison by an unspecified route. Poison experimentally by ingestion, subcutaneous, intramuscular, intravenous, and intraperitoneal routes. Human systemic effects by ingestion: nausea, dyspnea, coma, blood pressure elevation, flaccid paralysis without anesthesia, muscle weakness. Normally administered by injection. Poisoning can occur as a result of a mistake in dosage or due to hypersensitivity of the patient within 5 to 25 minutes after administration. Death usually results from respiratory paralysis. Experimental reproductive effects. Combustible when exposed to heat or flame. When heated to decomposition it emits toxic fumes of NOx. See also CARBAMATES. | Risk Codes | 26/28 |
| Molecular Structure |
|
Hazard Symbols | Toxic by ingestion. |
| Synonyms |
Physostigmine(8CI); Pyrrolo[2,3-b]indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-,methylcarbamate (ester), (3aS,8aR)- (9CI); Pyrrolo[2,3-b]indol-5-ol,1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, methylcarbamate (ester), (3aS-cis)-;(-)-Eserine; (-)-Physostigmine; Cogmine; Eserine; Esromiotin; MCV 4484; NIH10421; NSC 30782; Physostol |
Article Data | 19 |
PHYSOSTIGMINE Synthetic route
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate; triethylamine 1.) MeOH, room temperature, 2 h, 2.) room temperature, 0.5 h; Yield given. Multistep reaction; |
| Conditions | Yield |
|---|---|
| With sodium hydride In tetrahydrofuran | |
| With sodium hydride In diethyl ether Yield given; | |
| Stage #1: eseroline With sodium In diethyl ether at 20℃; Stage #2: methyl isocyanate In diethyl ether at 20℃; | |
| With sodium In diethyl ether at 20℃; |
| Conditions | Yield |
|---|---|
| With sodium; boron tribromide Yield given. Multistep reaction; |
| Conditions | Yield |
|---|---|
| With alkaline methanol |
| Conditions | Yield |
|---|---|
| With diethyl ether; sodium; benzene |
- 57-47-6
Physostigmin
| Conditions | Yield |
|---|---|
| With ethanol; acetic acid; zinc |
| Conditions | Yield |
|---|---|
| at 100℃; im Rohr; |
- 139115-75-6
2-iodo-4-methoxy-N-methylaniline
- 57-47-6
Physostigmin
| Conditions | Yield |
|---|---|
| Multi-step reaction with 6 steps 1: 55 percent / DCC, HOBT / tetrahydrofuran / Heating 2: 94 percent / Pd2(dba)3*CHCl3, (S)-BINAP, 1,2,2,6,6-pentamethylpiperidine / N,N-dimethyl-acetamide / 1.5 h / 100 °C 3: 80 percent / 3M aq. HCl / tetrahydrofuran / Ambient temperature 4: 1.) Et3N, MgSO4, 2.) LiAlH4 / 1.) THF, RT, overnight, 2.) THF, reflux, 1.5 h 5: BBr3 / CH2Cl2 / 23 °C 6: NaH / diethyl ether View Scheme |
- 153109-50-3
(Z)-2-Methyl-4-triisopropylsilanyloxy-but-2-enoic acid
- 57-47-6
Physostigmin
| Conditions | Yield |
|---|---|
| Multi-step reaction with 6 steps 1: 55 percent / DCC, HOBT / tetrahydrofuran / Heating 2: 94 percent / Pd2(dba)3*CHCl3, (S)-BINAP, 1,2,2,6,6-pentamethylpiperidine / N,N-dimethyl-acetamide / 1.5 h / 100 °C 3: 80 percent / 3M aq. HCl / tetrahydrofuran / Ambient temperature 4: 1.) Et3N, MgSO4, 2.) LiAlH4 / 1.) THF, RT, overnight, 2.) THF, reflux, 1.5 h 5: BBr3 / CH2Cl2 / 23 °C 6: NaH / diethyl ether View Scheme | |
| Multi-step reaction with 7 steps 1: 84 percent / Et3N / CH2Cl2 / 0.5 h / Ambient temperature 2: 80 percent / 4 h / 60 °C 3: 94 percent / Pd2(dba)3*CHCl3, (S)-BINAP, 1,2,2,6,6-pentamethylpiperidine / N,N-dimethyl-acetamide / 1.5 h / 100 °C 4: 80 percent / 3M aq. HCl / tetrahydrofuran / Ambient temperature 5: 1.) Et3N, MgSO4, 2.) LiAlH4 / 1.) THF, RT, overnight, 2.) THF, reflux, 1.5 h 6: BBr3 / CH2Cl2 / 23 °C 7: NaH / diethyl ether View Scheme | |
| Multi-step reaction with 5 steps 1: 1.) BOP, Et3N / 1.) CH2Cl2, 2.) 60 deg C 2: 1,2,2,6,6-pentamethylpiperidine / 20percent Pd-(S)-BINAP / N,N-dimethyl-acetamide / 100 °C 3: 3N aq. HCl / 23 °C 4: 1.) Et3N, MgSO4, 2.) LiAlH4 / 2.) THF, reflux 5: 1.) BBr3, 2.) Na View Scheme |
- 153109-51-4
(Z)-2-Methyl-4-triisopropylsilanyloxy-but-2-enoic acid (2-iodo-4-methoxy-phenyl)-methyl-amide
- 57-47-6
Physostigmin
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1: 94 percent / Pd2(dba)3*CHCl3, (S)-BINAP, 1,2,2,6,6-pentamethylpiperidine / N,N-dimethyl-acetamide / 1.5 h / 100 °C 2: 80 percent / 3M aq. HCl / tetrahydrofuran / Ambient temperature 3: 1.) Et3N, MgSO4, 2.) LiAlH4 / 1.) THF, RT, overnight, 2.) THF, reflux, 1.5 h 4: BBr3 / CH2Cl2 / 23 °C 5: NaH / diethyl ether View Scheme | |
| Multi-step reaction with 4 steps 1: 1,2,2,6,6-pentamethylpiperidine / 20percent Pd-(S)-BINAP / N,N-dimethyl-acetamide / 100 °C 2: 3N aq. HCl / 23 °C 3: 1.) Et3N, MgSO4, 2.) LiAlH4 / 2.) THF, reflux 4: 1.) BBr3, 2.) Na View Scheme |
PHYSOSTIGMINE Chemical Properties
IUPAC Name: (3,4,8B-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl) N-methylcarbamate
Synonyms: (3as-cis)-1,2,3,3a,8,8a-Hexahydro-1,3a,8-trimethylpyrrolo(2,3-b)indol-5-olmeth ; (3aS-cis)-1,2,3,3a,8,8a-Hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-olmethylcarbamate (ester) ; 1,2,3,3a,8,8a-Hexahydro-1,3a,8-trimethylpyrrolo-[2,3-b]indol-5-yl methylcarbamate ; 1,2,3,3abeta,8abeta-Hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]-indol-5-yl methylcarbamate ; 1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate ; (2,3-b)Indol-5-ol,1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-pyrrolo(methylcarb) ; Antilirium ; Calabarine
Product Categories: Alkaloids;Biochemistry;Indole Alkaloids
CAS NO: 57-47-6
Molecular Formula: C15H21N3O2
Molecular Weight:275.35
Molecular Structure:
EINECS: 200-332-8
Merck: 7384
Mol File: 57-47-6.mol
Index of Refraction: 1.567
Surface Tension: 42.3 dyne/cm
Density: 1.166 g/cm3
Flash Point: 191.8 °C
Enthalpy of Vaporization: 64.34 kJ/mol
Boiling Point: 393.5 °C at 760 mmHg
Vapour Pressure: 2.12E-06 mmHg at 25°C
Melting point: 102-104 °C(lit.)
Storage temp: 2-8°C
Appearance: Physostigmine (CAS NO.57-47-6) is colorless flaky crysta.
Solubility: Physostigmine (CAS NO.57-47-6) is soluble in dichloromethane, soluble in chloroform (1:1), ethanol (1:10), ether (1:30) and water (1:75).
PHYSOSTIGMINE Uses
Physostigmine (CAS NO.57-47-6) is used in biochemical research, also used as intermediates in drug synthesis and anti-cholinesterase drugs.
PHYSOSTIGMINE Production
Physostigmine (CAS NO.57-47-6) is derived from dry mature seeds of Legumes physostigmine (physostigma venenosum Balfour) by extraction and refining using ethanol, ether and other solvent , Physostigmine (CAS NO.57-47-6) can be also synthetic.
PHYSOSTIGMINE Toxicity Data With Reference
| 1. | orl-man TDLo:12 mg/kg/60D-I | NEURAI Neurology. 37 (1987),345. | ||
| 2. | unr-man LDLo:882 µg/kg | 85DCAI Poisoning; Toxicology, Symptoms, Treatments. 2 (1970),73. | ||
| 3. | orl-wmn TDLo:40 µg/kg/5D-I:BPR | AJPSAO American Journal of Psychiatry. 143 (1985),910. | ||
| 4. | orl-wmn TDLo:3920 µg/kg/2W-I | NEURAI Neurology. 37 (1987),345. | ||
| 5. | orl-hmn TDLo:20 mg/kg:CNS,GIT,PUL | 34ZIAG Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,475. | ||
| 6. | ipr-mus LD50:644 µg/kg | FATOAO Farmakologiya i Toksikologiya (Moscow). 43 (1980),717. | ||
| 7. | scu-mus LD50:740 µg/kg:PNS | JPETAB Journal of Pharmacology and Experimental Therapeutics. 123 (1958),121. | ||
| 8. | ivn-mus LD50:400 µg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 58 (1936),337. | ||
| 9. | scu-dog LDLo:1138 µg/kg | FEPRA7 Federation Proceedings, Federation of American Societies for Experimental Biology. 5 (1946),184. | ||
| 10. | orl-rbt LD50:11,200 µg/kg | DCTODJ |
PHYSOSTIGMINE Consensus Reports
EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.
PHYSOSTIGMINE Safety Profile
A human poison by an unspecified route. Poison experimentally by ingestion, subcutaneous, intramuscular, intravenous, and intraperitoneal routes. Human systemic effects by ingestion: nausea, dyspnea, coma, blood pressure elevation, flaccid paralysis without anesthesia, muscle weakness. Normally administered by injection. Poisoning can occur as a result of a mistake in dosage or due to hypersensitivity of the patient within 5 to 25 minutes after administration. Death usually results from respiratory paralysis. Experimental reproductive effects. Combustible when exposed to heat or flame. When heated to decomposition it emits toxic fumes of NOx. See also CARBAMATES.
Hazard Codes 
T+
Risk Statements 26/28
R26/28:Very toxic by inhalation and if swallowed.
Safety Statements 23-45-25
S23:Do not breathe vapour.
S25:Avoid contact with eyes.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR UN 1544 6.1/PG 1
WGK Germany 3
RTECS TJ2100000
F 8-10
HazardClass 6.1(a)
PackingGroup II
PHYSOSTIGMINE Specification
1.General Description :White, odorless, microcrystalline powder. Used as a cholinergic (anticholinesterase) agent and as a veterinary medication.
2.Health Hazard :Super toxic. Probable oral lethal dose is less than 5 mg/kg for a 70 kg (150 lb.) person. Material is a cholinesterase inhibitor. Effects of exposure may involve the respiratory, gastrointestinal, cardiovascular and central nervous systems. Death occurs due to respiratory paralysis or impaired cardiac function. Time to death may vary from 5 minutes to 24 hours, in severely poisoned patients, depending on factors such as the dose and route. Persons with asthma and/or persons that require drugs containing choline esters are at risk.
3.Fire Hazard : Physostigmine (CAS NO.57-47-6) is a slight fire hazard. When heated to decomposition Physostigmine emits toxic fumes of nitrogen oxides. Keep from light and heat.
What can I do for you?
Get Best Price
