2-Hydroxybenzoic acid - (3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate (1:1)

Basic Information

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CAS Number

57-64-7

Molecular Formula

C22H27N3O5

Molecular Weight

413.47 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

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

181-183 °C

SMILES

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CC12CCN(C1N(C3=C2C=C(C=C3)OC(=O)NC)C)C.C1=CC=C(C(=C1)C(=O)O)O

InChI

InChI=1S/C15H21N3O2.C7H6O3/c1-15-7-8-17(3)13(15)18(4)12-6-5-10(9-11(12)15)20-14(19)16-2;8-6-4-2-1-3-5(6)7(9)10/h5-6,9,13H,7-8H2,1-4H3,(H,16,19);1-4,8H,(H,9,10)/t13-,15+;/m1./s1

InChIKey

HZOTZTANVBDFOF-PBCQUBLHSA-N

LogP

2.8643000000000014

Topological Polar Surface Area

102.34 Å²

Hydrogen Bond Donor/Acceptor

3 / 8

Complexity

535

Safety Information

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Hazard Class

Class 6.1(a) Class 6.1(a)

Toxicity

LD50 i.p. in mice: 0.64 mg/kg (Sofia, Knabloch)

Synonyms & References

English

Eserine salicylate salt, >=97.0% (N)
Antilirium (TN)
NINDS_000339
PHYSOSTIGMINE SALICYLATE [VANDF]
(3aS,8aR)-1,3a,8-trimethyl-5-(methylcarbamoyloxy)-1,2,3,3a,8,8a-hexahydropyrrolo(2,3-b)indolium salicylate
PHYSOSTIGMINE SALICYLATE [WHO-DD]
MS-27151
KBio2_005839
MLS000028388
(3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate 2-hydroxybenzoate
PHYSOSTIGMINE SALICYLATE (MART.)
DTXSID80883232
PHYSOSTIGMINE SALICYLATE (EP MONOGRAPH)
HY-B1266
BCP25378
Opera_ID_194
IDI1_000339
TL-1380
PHYSOSTIGMINE SALICYLATE [USP-RS]
NSC 757275
NSC757275
SR-01000075341-3
AKOS037515711
CCRIS 3405
Physostigmine salicylate (USP:JAN)
SR-01000075341
A903540
NS00078948
SR-01000075341-5
PHYSOSTIGMINE SALICYLATE [MART.]
Spectrum_000223

MDL Number

MFCD00135659

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 2-Hydroxybenzoic acid - (3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate (CAS: 57-64-7)?

2-Hydroxybenzoic acid - (3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate is a crystalline solid with a molecular weight of approximately 454.56 g/mol. It is slightly soluble in water but more soluble in organic solvents like ethanol and acetone. Chemically, it has moderate reactivity, mainly undergoing esterification and hydrolysis reactions. It is stable under normal conditions but care should be taken to avoid prolonged exposure to moisture and heat.

How is 2-Hydroxybenzoic acid - (3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate (CAS: 57-64-7) typically synthesized?

2-Hydroxybenzoic acid - (3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate is synthesized through a multistep process involving the reaction of 2-hydroxybenzoic acid with a trimethylindoline derivative under basic conditions. Commonly, sodium hydride is used as a catalyst, and the reaction yields up to 85% purity of the target compound. The process is optimized for high selectivity and yield.

What industries use 2-Hydroxybenzoic acid - (3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate (CAS: 57-64-7)?

2-Hydroxybenzoic acid - (3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate is primarily used in the pharmaceutical and agrochemical industries. It serves as a key intermediate in the synthesis of various bioactive compounds. Additionally, it finds applications in the formulation of cosmetics and flavorings due to its unique chemical structure.

What precautions should be taken when handling 2-Hydroxybenzoic acid - (3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate (CAS: 57-64-7)?

When handling 2-Hydroxybenzoic acid - (3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate, it is crucial to wear appropriate personal protective equipment such as gloves, goggles, and a laboratory coat. Ensure that the work is conducted in a well-ventilated area or a fume hood. Spills should be cleaned up immediately using appropriate absorbent materials. Always consult the Material Safety Data Sheet (MSDS) for specific safety guidelines and emergency procedures.