Aconine | CAS No. 509-20-6

Aconine

Basic Information

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CAS Number

509-20-6

Molecular Formula

C25H41NO9

Molecular Weight

499.6 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Polymers and Plastics Thermoplastics Polyolefins

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

Powder

Melting Point

129-131 ºC

Boiling Point

590.79°C (rough estimate)

Solubility

Methanol; Acetontrile; Water; DMSO

Refractive Index

1.6000 (estimate)

Specific Rotation

D +23°

SMILES

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O[C@@H]1[C@@]2([H])[C@]3([H])[C@]4([C@]5([H])[C@H]6OC)[C@@H](OC)C[C@@H](O)[C@@]5(COC)CN(CC)C4[C@@]6([H])[C@@]2(O)[C@@H](O)[C@H](OC)[C@@]1(O)C3

InChI

InChI=1S/C25H41NO9/c1-6-26-9-22(10-32-2)12(27)7-13(33-3)24-11-8-23(30)19(28)14(11)25(31,20(29)21(23)35-5)15(18(24)26)16(34-4)17(22)24/h11-21,27-31H,6-10H2,1-5H3/t11-,12-,13+,14-,15+,16+,17-,18?,19-,20+,21+,22+,23-,24-,25-/m1/s1

InChIKey

SQMGCPHFHQGPIF-VSJIPSTRSA-N

LogP

-1.7873999999999932

pKa

9.52(at 25℃)

Topological Polar Surface Area

141.31 Å²

Hydrogen Bond Donor/Acceptor

5 / 10

Complexity

878

Safety Information

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Storage Conditions

2-8℃

Synonyms & References

English

aconine
(15S,16S)-20-Ethyl-1α,6α,16-trimethoxy-4-(methoxymethyl)aconitane-3α,8β,13β,14α,15-pentol
20-Ethyl-1α,6α,16β-trimethoxy-4-(methoxymethyl)aconitane-3α,8,13,14α,15α-pentol
(1alpha,3alpha,6alpha,14alpha,15alpha,16beta)-20-Ethyl-1,6,16-trimethoxy-4-(methoxymethyl)aconitane-3,8,13,14,15-pentol
Jesaconine
Aconitane-3,8,13,14,15-pentol,20-ethyl-1,6,16-trimethoxy-4-(methoxymethyl)-, (1a,3a,6a,14a,15a,16b)-
Aconitane-3,8,13,14,15-pentol,20-ethyl-1,6,16-trimethoxy-4-(methoxymethyl)-, (1a,3a,6a,14a,15a...
C25H41NO9
SQMGCPHFHQGPIF-JIOYIOPFSA-N
9066AF
C19990
Aconine

MDL Number

MFCD01673464

FAQ

What are the physical and chemical properties of Aconine (CAS: 509-20-6)?

Aconine is a toxic alkaloid with a crystalline form. Its molecular weight is approximately 225.25 g/mol. It is poorly soluble in water but highly soluble in organic solvents. Chemically, aconine exhibits basic properties and is reactive under acidic conditions. It is known for its potent bioactivity, particularly in affecting the nervous system.

How is Aconine (CAS: 509-20-6) typically synthesized?

Aconine can be synthesized through various methods, including reduction of aconitic acid using sodium borohydride as a catalyst. The reaction typically yields 80-90% selectivity, although proper handling and purification are essential to achieve high purity. Other methods involve organic transformations from precursors like aconitine.

What industries use Aconine (CAS: 509-20-6)?

Aconine is primarily used in the pharmaceutical industry for its analgesic and local anesthetic properties. It is also used in research to study neurotoxic effects and in the production of certain drugs. Limited applications exist in the agricultural and chemical industries, where it is used as a pesticide and herbicide.

What precautions should be taken when handling Aconine (CAS: 509-20-6)?

When handling aconine, proper personal protective equipment (PPE) is essential, including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or fume hood to minimize inhalation risks. Spills should be handled with care, using absorbent materials, and the area should be thoroughly cleaned. Always refer to the Safety Data Sheet (SDS) for specific handling instructions.