[(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate

C15H21N3O2

CAS57-47-6
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
Danger

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Identification

CAS Number
57-47-6
EC Number
200-332-8
UN Number
1544
Index Number
614-020-00-8
PubChem CID
5983

Physical-chemical properties

Molecular Formula
C15H21N3O2
Molar Mass
275.35 g/mol
IUPAC Name
[(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate

Chemical Identifiers

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

Overview

[(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate (CAS 57-47-6) is a carbamate alkaloid compound with potent anticholinesterase activity and highly toxic properties. This complex heterocyclic compound, with molecular formula C15H21N3O2 and molecular weight 275.35 g/mol, represents a significant class of naturally occurring alkaloids characterized by their distinctive pyrroloindole structure. The compound features a tricyclic framework with specific stereochemistry at the 3a and 8b positions, contributing to its biological activity. Its carbamate functional group is responsible for the irreversible inhibition of cholinesterase enzymes, making it extremely hazardous to human health and requiring strict handling protocols. The substance is classified under Acute Toxicity Category 2 with the danger signal word and GHS06 pictogram, indicating severe toxicity risks through multiple exposure routes. Transportation falls under ADR Class 6.1 for toxic substances, necessitating specialized logistics and documentation. Unlike related compounds such as [(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate which has different pharmacological applications, this carbamate derivative requires exceptional safety measures due to its cholinesterase inhibition mechanism. Primary industrial applications include pharmaceutical research for developing antidotes and treatments for organophosphate poisoning, analytical chemistry as a reference standard, and specialized biochemical studies investigating enzyme inhibition mechanisms. The compound also serves in toxicological research and forensic analysis applications where precise identification and quantification are essential. OYSI maintains strategic partnerships with certified suppliers to ensure reliable availability of this highly regulated compound for qualified research institutions and pharmaceutical companies across Europe.

Safety & Classification

Danger
Classification:

Acute Tox. 2 *; Acute Tox. 2 *

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H330

Fatal if inhaled.

H300

Fatal if swallowed.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Inhalation

Fatal

Measures if vapours or dust are inhaled

First Aid Actions

  • +P304IF INHALED:
  • +P340Remove person to fresh air and keep comfortable for breathing.
  • +P311Call a POISON CENTER/doctor.

Related hazard statements:

Ingestion

Fatal

Measures if substance is accidentally swallowed

First Aid Actions

  • +P301IF SWALLOWED:
  • +P330Rinse mouth.
  • +P331Do NOT induce vomiting.
  • +P310Immediately call a POISON CENTER/doctor.

Related hazard statements:

General Measures

Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)

First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.

Transport (ADR)

UN Number1544
ADR Class6.1
Packing GroupI
Tunnel CodeC/E
Proper Shipping NamePhysostigmin
Marine PollutantNo

Frequently Asked Questions

What is [(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate?

[(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate is a carbamate compound with the molecular formula C15H21N3O2 and CAS number 57-47-6. This substance has a molecular weight of 275.35 g/mol and features a complex pyrroloindole structure with a methylcarbamate functional group. It is classified as highly toxic with Acute Toxicity Category 2 classification under GHS regulations.

What are the physicochemical properties of [(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate?

[(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate is an organic compound with molecular formula C15H21N3O2 and molecular weight 275.35 g/mol. The substance contains nitrogen-containing heterocyclic rings with carbamate functionality. Due to its complex organic structure, it typically exists as a solid at room temperature. Specific physical properties such as melting point, solubility, and appearance require consultation of detailed technical data sheets.

What is [(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate used for?

[(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate is primarily used as an intermediate in pharmaceutical synthesis and chemical research applications. Its pyrroloindole structure makes it valuable for developing bioactive compounds and pharmaceutical intermediates. The substance may also serve in specialized chemical manufacturing processes requiring specific stereochemical configurations. Due to its high toxicity classification, its use is restricted to professional applications with appropriate safety measures.

How to safely handle [(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate?

[(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate must be handled with extreme caution due to its Acute Toxicity Category 2 classification. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and respiratory protection. Work should be conducted in well-ventilated areas or under fume hoods. Avoid skin contact, inhalation, and ingestion. Use only trained personnel familiar with highly toxic substances and emergency procedures.

How to properly store [(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate?

[(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate must be stored in a secure, cool, dry location away from incompatible materials. Due to its high toxicity classification, storage requires restricted access with appropriate warning labels and GHS06 pictograms displayed. Keep containers tightly sealed and away from heat sources, oxidizing agents, and moisture. Storage areas should have adequate ventilation and emergency equipment readily available for accidental exposure incidents.

What to do in case of contact with [(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate?

Immediate medical attention is required for any contact with [(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate due to its high toxicity. For skin contact, immediately remove contaminated clothing and wash affected area with plenty of water. If inhaled, move to fresh air and seek medical help. For eye contact, flush immediately with water for at least 15 minutes. Never induce vomiting if ingested. Contact poison control centers immediately and provide the safety data sheet to medical personnel.

How to properly dispose of [(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate?

[(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate must be disposed of as hazardous waste through licensed waste management companies. Due to its Acute Toxicity Category 2 classification, it cannot be disposed of in regular waste streams. Follow local and EU regulations for toxic substance disposal, including proper labeling and documentation. Consider incineration at high temperatures in specialized facilities equipped to handle toxic organic compounds while preventing environmental contamination.

How to transport [(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate?

[(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate is classified under ADR Class 6.1 (Toxic substances), Packing Group I, indicating high toxicity requiring stringent transport regulations. Packaging must comply with UN specifications for toxic substances with appropriate labels including GHS06 pictograms. Transport requires proper documentation, emergency response information, and trained personnel. Vehicles must carry appropriate emergency equipment and follow designated routes for hazardous materials transport within European regulations.

Is [(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate subject to specific regulations?

[(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate is subject to comprehensive EU chemical regulations including REACH registration and CLP classification requirements. Its Acute Toxicity Category 2 classification mandates specific labeling with GHS06 pictograms and 'Danger' signal words. The substance is not currently listed as an SVHC but requires compliance with occupational exposure limits and worker protection regulations. Import and use may require specific authorizations depending on applications and quantities.

Where to buy [(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate in Europe?

[(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate is available through OYSI, a specialized European distributor of chemical products with expertise in handling highly toxic substances. OYSI provides comprehensive technical support, regulatory compliance documentation, and safe handling guidance for this Acute Toxicity Category 2 substance. Due to its hazardous classification, purchase requires verification of proper handling facilities, trained personnel, and legitimate research or industrial applications with appropriate safety protocols.

Services for [(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate

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[(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate is a dangerous good. We support you with labeling, packaging, and transport documentation.

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Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.