(3aS,8aR)-1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate

Basic Information

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CAS Number

57-47-6

Molecular Formula

C15H21N3O2

Molecular Weight

275.35 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

106-107 ºC

Boiling Point

418.29°C (rough estimate)

Water Solubility

Soluble in water (1:75), alcohol (1:10), chloroform (1:1), ether (1:30), and DMSO.

Flash Point

>100℃

Refractive Index

1.5600 (estimate)

Specific Rotation

D17 -76° (c = 1.3 in chloroform); D25 -120° (benzene)

SMILES

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CNC(=O)Oc1ccc2N(C)[C@H]3N(C)CC[C@@]3(C)c2c1

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

InChIKey

PIJVFDBKTWXHHD-HIFRSBDPSA-N

LogP

1.7739000000000003

pKa

6.12, 12.24(at 25℃)

Topological Polar Surface Area

44.81 Å²

Hydrogen Bond Donor/Acceptor

1 / 5

Complexity

403

Safety Information

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GHS Hazard Pictograms

H300

H330

Hazard Statement

H300 Fatal if swallowed
Acute toxicity, oral

H330 Fatal if inhaled
Acute toxicity, inhalation

Hazard Class

Class 6.1(a) Class 6.1(a)

Sensitiveness

Air & Light Sensitive

Toxicity

LD50 orally in mice: 4.5 mg/kg (Lynch, Coon)

Synonyms & References

English

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
(3aS,8aR)-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-yl methylcarbamate

MDL Number

MFCD00151090

FAQ

What regulatory guidelines apply to (3aS,8aR)-1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate (CAS: 57-47-6)?

The compound (3aS,8aR)-1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate (CAS: 57-47-6) falls under the scope of GHS classification, which categorizes it as a substance that may have health and environmental hazards. Additionally, it is subject to REACH regulations for its manufacture, import, and use in the European Union. In the United States, FDA and EPA guidelines must be followed regarding its handling and disposal to ensure safety and environmental compliance.

Are there alternatives to (3aS,8aR)-1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate (CAS: 57-47-6) in synthesis?

In the synthesis of (3aS,8aR)-1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate (CAS: 57-47-6), alternative reagents such as methyl isocyanate or other carbamates can be considered. Isomer analogs, such as (3aR)-isomers, are also available. These alternatives can offer different reaction profiles and may be more suitable depending on specific synthetic goals and conditions.

What is the market or research trend for (3aS,8aR)-1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate (CAS: 57-47-6)?

Research into (3aS,8aR)-1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate (CAS: 57-47-6) is primarily focused on its potential applications in medicinal chemistry, particularly as a potential therapeutic agent. Market trends indicate increasing interest in its synthesis and use in developing new drugs. However, due to its complexity, there is a focus on optimizing synthetic routes and improving the efficiency of its production.

How should waste containing (3aS,8aR)-1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate (CAS: 57-47-6) be handled?

Waste containing (3aS,8aR)-1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate (CAS: 57-47-6) should be managed according to hazardous waste regulations. It is recommended to collect waste in appropriate containers and ensure proper labeling. For disposal, incineration is a common method, but professional waste disposal services should be used. Environmental protection precautions include ensuring the waste is not released into the environment and that all safety protocols are followed during handling and disposal.