Cas no 57-47-6 (Physostigmine)
Physostigmine is a reversible cholinesterase inhibitor derived from the Calabar bean (Physostigma venenosum). It functions by preventing the breakdown of acetylcholine, enhancing cholinergic neurotransmission in both the central and peripheral nervous systems. This alkaloid is particularly notable for its ability to cross the blood-brain barrier, making it valuable in treating conditions such as anticholinergic toxicity, glaucoma, and myasthenia gravis. Its rapid onset and reversible mechanism of action distinguish it from irreversible inhibitors, offering a safer pharmacological profile. Physostigmine’s specificity for acetylcholinesterase also minimizes off-target effects, supporting its use in clinical and research settings where precise modulation of cholinergic activity is required.
Physostigmine structure
Product Name:Physostigmine
CAS No:57-47-6
MF:C15H21N3O2
MW:275.34614
MDL:MFCD00151090
CID:81619
PubChem ID:5983
Update Time:2025-06-07
Physostigmine Chemical and Physical Properties
Names and Identifiers
-
- PHYSOSTIGMINE
- (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
- 3-b)indol-5-ol,1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-pyrrolo(methylcarb
- Antilirium
- calabarine
- Eserine
- [(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate
- ESERINE(RG)
- (3aS,8aR)-1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate
- Ethylene carbonate
- Physostol
- MCV 4484
- NIH 10421
- NSC 30782
- (-)-Physostigmine
- Cogmine
- DTXCID603471
- Pyrrolo(2,3-b)indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, methylcarbamate (ester), (3aS-cis)
- SMR000718753
- Fysostigmin [Czech]
- SBI-0050467.P004
- Physostigmine (USP)
- SPBio_000339
- cid_657348
- Methyl-carbamic acid, ester with eseroline
- 1,2,3,3abeta,8abeta-Hexahydro-1,3a,8-trimethylpyrrolo(2,3-b)-indol-5-yl methylcarbamate
- NCGC00093889-01
- CCG-38605
- HMS3261B07
- NCGC00093889-02
- CS-0034353
- 1,2,3,3A.BETA.,8A.BETA.-HEXAHYDRO-1,3A,8-TRIMETHYLPYRROLO(2,3-B)-INDOL-5-YL METHYLCARBAMATE
- PHYSOSTIGMINE [USP IMPURITY]
- (3aS,8aR)-1,3a,8-trimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-5-yl N-methylcarbamate
- KBio1_001421
- EU-0100483
- Tox21_111228
- Carbamic acid, ester with eseroline
- CS 58525
- NCGC00093889-04
- physostigmine.salicylic acid
- WLN: T B556 EN GNTT&J B1 E1 G1 KOVM1
- Prestwick1_000566
- BRD-K25650355-059-02-3
- PHYSOSTIGMINE [MI]
- PHYSOSTIGMINE (USP IMPURITY)
- Spectrum3_000901
- SPBio_002571
- NCGC00093889-06
- BPBio1_000388
- NCGC00093889-10
- KBio2_001396
- PHYSOSTIGMINE [HSDB]
- SPBio_000774
- Spectrum5_000626
- CHEMBL537674
- KBioSS_002279
- Eserine sulfate
- NCGC00093889-08
- BSPBio_000352
- SDCCGSBI-0050467.P005
- Esromiotin
- KBio2_007414
- KBio3_001689
- PHYSOSTIGMINE [MART.]
- Physostigmine 100 microg/mL in Acetonitrile
- HMS1921G06
- 57-47-6
- NCGC00261168-01
- BDBM50222010
- MLS001304022
- PHYSOSTIGMINE [VANDF]
- Prestwick3_000566
- 9U1VM840SP
- Spectrum3_000545
- KBioSS_001396
- 1ST40315
- CHEBI:27953
- Prestwick2_000566
- PYRROLO(2,3-B)INDOL-5-OL, 1,2,3,3A,8,8A-HEXAHYDRO-1,3A,8-TRIMETHYL-, METHYLCARBAMATE(ESTER),(3AS-CIS)-
- GTPL6598
- AKOS016843649
- CCRIS 3422
- KBio3_001842
- Tox21_500483
- NCGC00093889-03
- Prestwick0_000566
- Eserine; Antilirium; Physostol; Esromiotin; Ezerin
- Tox21_111228_1
- BRD-K25650355-059-12-2
- BSPBio_002189
- Fysostigmin
- Physostigmine (USP:BAN)
- Spectrum_001789
- (3aS-cis)-1,2,3,3a,8,8a-Hexahydro-1,3a,8-trimethylpyrrolo(2,3-b)indol-5-ol methylcarbamate (ester)
- Spectrum2_000330
- Spectrum2_000757
- PHYSOSTIGMINE (MART.)
- physostigmin
- MEGxp0_001872
- HMS2236L08
- SR-01000075341-1
- KBio2_002278
- PHYSOSTIGMINE [WHO-DD]
- Eserinum
- NCGC00093889-05
- Carbamic acid, methyl-, ester with eseroline
- (-) physostigmine
- HY-N6608
- NCGC00093889-12
- Spectrum4_001913
- NSC30782
- CHEMBL94
- Spectrum5_001672
- NCGC00255345-01
- SDCCGMLS-0066585.P001
- HSDB 3161
- Eserolein, methylcarbamate (ester)
- Eserolein, methylcarbamate
- Eserine, >=98.0% (N)
- KBio2_006532
- DB00981
- NSC-30782
- KBioGR_001433
- EINECS 200-332-8
- P0406
- C06535
- BDBM11023
- BRD-K25650355-001-02-5
- D00196
- Spectrum_000916
- RCRA waste no. P204
- NCGC00093889-20
- SpecPlus_000381
- HMS2089M11
- ESERINUM [HPUS]
- KBioGR_002533
- NCGC00093889-13
- DTXSID3023471
- NCGC00093889-07
- CAS-57-47-6
- Pyrrolo[2, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, methylcarbamate (ester), (3aS-cis)-
- Erserine
- (3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo(2,3-b)indol-5-yl methylcarbamate
- Q410595
- Pyrrolo(2,3-b)indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, 5-(N-methylcarbamate), (3aS,8aR)-
- BCP19735
- Spectrum5_000441
- eserin
- MCV-4484
- Physostigmine [USP:BAN]
- Pyrrolo(2,3-b)indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, methylcarbamate (ester), (3aS,8aR)-
- UNII-9U1VM840SP
- Eserine (TN)
- Pyrrolo(2,3-b)indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, methylcarbamate (ester), (3aS-cis)-
- NCGC00093889-09
- KBioGR_002061
- Spectrum4_001631
- KBio2_003964
- SPBio_001285
- DivK1c_006477
- ESEROLEIN, METHYLCARBAMATE(ESTER)
- (3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate hydrochloride
- AC-15983
- (-)-ESERINE
- E 8375
- PIJVFDBKTWXHHD-HIFRSBDPSA-N
- (3aS,8aR)-1,3a,8-trimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-5-yl N-methylcarbamate; 2-hydroxybenzoic acid
- NS00004015
- BDBM50004000
- SPECTRUM1500753
- ACon1_000097
- SCHEMBL24044
- Spectrum4_000997
- Tox21_301591
- EN300-23839407
- Ezerin
- LP00483
- Spectrum2_001283
- KBio2_004846
- Lopac0_000483
- MLS000028388
- MLSMR
- PHYSOSTIGMINE SALICYLATE
- Eserin; Physostigmine
- SMR000058606
- DA-56831
- G60920
- BRD-K25650355-059-18-9
- BRD-K25650355-065-02-0
- Physostigmine
-
- MDL： MFCD00151090
- Inchi： InChI=1S/C15H21N3O2/c1-15-7-8-17(3)13(15)18(4)12-6-5-10(9-11(12)15)20-14(19)16-2/h5-6,9,13H,7-8H2,1-4H3,(H,16,19)/t13-,15+/m1/s1
- InChI Key： PIJVFDBKTWXHHD-HIFRSBDPSA-N
- SMILES： C[C@@]12CCN([C@@H]1N(C3=C2C=C(OC(NC)=O)C=C3)C)C
Computed Properties
- Exact Mass: 275.16300
- Monoisotopic Mass: 275.163
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 5
- Heavy Atom Count: 20
- Rotatable Bond Count: 3
- Complexity: 403
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 2
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Surface Charge: 0
- Tautomer Count: 2
- XLogP3: nothing
- Topological Polar Surface Area: 44.8A^2
Experimental Properties
- Color/Form: Colorless rhombic prismatic or sheet crystals
- Density: 1.166±0.06 g/cm3 (20 oC 760 Torr),
- Melting Point: 106-107 oC
- Boiling Point: 418.29°C (rough estimate)
- Flash Point: >100℃
- Refractive Index: 1.5600 (estimate)
- Solubility: Slightly soluble (8.3 g/l) (25 o C),
- Water Partition Coefficient: Soluble in water (1:75), alcohol (1:10), chloroform (1:1), ether (1:30), and DMSO.
- PSA: 44.81000
- LogP: 2.16770
- Solubility: Soluble in ethanol \ benzene \ chloroform and oil, slightly soluble in water
- Merck: 7384
- Sensitiveness: Air & Light Sensitive
- pka: 6.12, 12.24(at 25℃)
- Specific Rotation: D17 -76° (c = 1.3 in chloroform); D25 -120° (benzene)
Physostigmine Security Information
-
Symbol:
- Signal Word：Danger
- Hazard Statement： H300,H330
- Warning Statement： P260,P264,P284,P310
- Hazardous Material transportation number：UN 1544 6.1/PG 1
- WGK Germany：3
- Hazard Category Code： 26/28
- Safety Instruction： S23-S45-S25
- FLUKA BRAND F CODES：8-10
- RTECS：TJ2100000
-
Hazardous Material Identification：
- Packing Group：II
- Hazard Level：6.1(a)
- Safety Term：6.1(a)
- Packing Group：II
- Risk Phrases：R26/28
- HazardClass：6.1(a)
- PackingGroup：II
- TSCA：Yes
- Toxicity：LD50 orally in mice: 4.5 mg/kg (Lynch, Coon)
- Storage Condition：2-8°C
Physostigmine Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | L-TC761-5mg |
Physostigmine |
57-47-6 | 5mg |
￥237.0 | 2022-09-28 | ||
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | L-PL296-100mg |
Physostigmine |
57-47-6 | 98% | 100mg |
￥3410.0 | 2022-09-28 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R031029-250mg |
Physostigmine |
57-47-6 | 98% | 250mg |
￥18333 | 2024-05-22 | |
| DC Chemicals | DCD-081-20 mg |
PhysostigMine |
57-47-6 | >98%, Standard References Grade | 20mg |
$280.0 | 2022-02-28 | |
| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | E28942-20mg |
Physostigmine |
57-47-6 | 20mg |
￥2666.0 | 2023-09-08 | ||
| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | E28941-20mg |
Physostigmine |
57-47-6 | ,HPLC≥98% | 20mg |
￥2988.0 | 2023-09-08 | |
| TRC | P398500-5mg |
Physostigmine |
57-47-6 | 5mg |
$ 241.00 | 2023-09-06 | ||
| TRC | P398500-25mg |
Physostigmine |
57-47-6 | 25mg |
$ 1006.00 | 2023-09-06 | ||
| TRC | P398500-50mg |
Physostigmine |
57-47-6 | 50mg |
$ 1880.00 | 2023-09-06 | ||
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R031029-10mg |
Physostigmine |
57-47-6 | 98% | 10mg |
￥1421 | 2024-05-22 |
Physostigmine Suppliers
Amadis Chemical Company Limited
Gold Member
Audited Supplier
(CAS:57-47-6)Physostigmine
Order Number:A964564
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 16:16
Price ($):887.0
Email:[email protected]
Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
Audited Supplier
(CAS:57-47-6)毒扁豆堿
Order Number:LE1709127;LE10456
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:34
Price ($):discuss personally
Email:[email protected]
Suzhou Senfeida Chemical Co., Ltd
Gold Member
Audited Supplier
(CAS:57-47-6)PHYSOSTIGMINE
Order Number:sfd19584
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:38
Price ($):discuss personally
Email:[email protected]
Physostigmine Related Literature
-
1. CI.—Researches on the constitution of physostigmine. Part IArthur Henry Salway J. Chem. Soc. Trans. 1912 101 978
-
2. XLII.—Physostigmine (eserine). Part IIIEdgar Stedman,George Barger J. Chem. Soc. Trans. 1925 127 247
-
Amina Asghar,Muhammad Yousuf,Ghulam Fareed,Rabia Nazir,Abida Hassan,Aneela Maalik,Tayyaba Noor,Naseem Iqbal,Lubna Rasheed RSC Adv. 2020 10 19346
-
4. 348. Experiments on the synthesis of physostigmine (eserine). Part VIIIF. E. King,Robert Robinson,H. Suginome J. Chem. Soc. 1933 1472
-
5. 191. Experiments on the synthesis of physostigmine (eserine). Part VI. A synthesis of dl-eser-methole methopicrateFrederick Ernest King,Robert Robinson J. Chem. Soc. 1932 1433
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