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Epibatidine

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Identification
Molecular formula
C11H13N2O
CAS number
140186-24-5
IUPAC name
(1R,9S)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one
State
State
Epibatidine is a solid at room temperature. It is typically handled in a laboratory setting due to its toxicity and is predominantly encountered in controlled research environments.
Melting point (Celsius)
253.00
Melting point (Kelvin)
526.00
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.00
General information
Molecular weight
208.28g/mol
Molar mass
208.2800g/mol
Density
1.2840g/cm3
Appearence

Epibatidine is a colorless solid in its pure form. As a synthesized compound, it may appear as a white crystalline powder. Its appearance in research or laboratory settings will typically be highly controlled due to its potent nature.

Comment on solubility

Solubility of (1R,9S)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one

The solubility of the compound (1R,9S)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one is a fascinating topic, as it reflects its interaction with various solvents under different conditions. Generally, the solubility of organic compounds can be influenced by their chemical structure and the presence of functional groups. In this case, several key factors come into play:

  • Polarity: The presence of nitrogen atoms within the structure may contribute to some polar characteristics, potentially enhancing solubility in polar solvents.
  • Hydrogen bonding: Due to the nitrogen in the molecule, it may engage in hydrogen bonding, which can improve solubility in protic solvents such as water.
  • Hydrophobic regions: Parts of the compound, particularly those that have carbon chains, may exhibit hydrophobic behavior and demonstrate lower solubility in water but higher solubility in organic solvents.

When evaluating the solubility of this compound, it is essential to consider specific conditions such as temperature, pH, and the nature of the solvent used. For instance:

  1. The solubility in organic solvents like ethanol or acetone might be significantly more favorable.
  2. Conversely, in aqueous environments, the solubility might be limited due to hydrophobic interactions.

In summary, understanding the solubility of (1R,9S)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one requires consideration of both its chemical structure and the solvents involved. As with many complex compounds, it is this interplay that determines how the compound will behave in varied environments.

Interesting facts

Interesting Facts about (1R,9S)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one

(1R,9S)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one is a fascinating compound that showcases the complexity and diversity of chemical structures. Here are some notable points about this intriguing molecule:

  • Structural Uniqueness: This compound contains a diazatricyclic framework, featuring a combination of nitrogen and carbon atoms which contributes to its unique properties and potential reactivities.
  • Potential Applications: Compounds with such complex ring systems are often considered in medicinal chemistry, particularly in the design of novel pharmaceuticals due to their biological activity. The nitrogen atoms play a vital role in influencing biological interactions.
  • Geometric Isomerism: The specific (1R,9S) configuration indicates that this compound exhibits stereoisomerism, which can significantly affect its chemical behavior and interactions with biological targets, making it a subject of interest in stereochemistry.
  • Role in Organic Synthesis: This compound could serve as an important intermediate in organic synthesis, allowing chemists to create various derivatives that may possess desirable properties for different applications.
  • Complexity of Synthesis: The synthesis of such a compound is often a challenging task due to its intricate structure, requiring advanced techniques and knowledge in synthetic organic chemistry.

In summary, (1R,9S)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one not only exemplifies the beauty of molecular architecture but also highlights the potential for discovering new chemical behaviors and applications. As chemists continue to explore such compounds, they unlock new paths in drug discovery and innovative material design.

Synonyms
CYTISINE
Cytisinicline
Baptitoxin
Laburnin
Tabex
Ulexine
(-)-Cytisine
Cytisin
Tabax
6039 Sopharma
(1r,5s)-1,2,3,4,5,6-Hexahydro-8h-1,5-Methanopyrido[1,2-A][1,5]diazocin-8-One
citisiniclina
HSDB 3560
EINECS 207-616-0
NSC 407282
NSC-407282
UNII-53S5U404NU
BRN 0083882
CHEBI:4055
53S5U404NU
5-24-02-00535 (Beilstein Handbook Reference)
CYTISINE (MART.)
CYTISINE [MART.]
citizine
cystisin
(1R,5S)-1,2,3,4,5,6-HEXAHYDRO-1,5-METHANO-8H-PYRIDO-(1,2-A)(1,5)DIAZOCIN-8-ONE
(1R,5S)-1,2,3,4,5,6-HEXAHYDRO-8H-1,5-METHANOPYRIDO(1,2-A)(1,5)DIAZOCIN-8-ONE (CYTISINE)
cytisiniclinum
(1R,5S)-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido(1,2-a)(1,5)diazocin-8-one
(1R)-1,2,3,4,5,6-Hexahydro-1,5-methano-8H-pyrido-(1,2-a)(1,5)diazocin-8-one
1,5-methano-8h-pyrido(1,2-a)(1,5)diazocin-8-one, 1,2,3,4,5,6-hexahydro-, (1r)-
485-35-8
Baptitoxine
Sophorine
Cytiton
Ulexin
Cytitone
Tsitizin
Cystisine
Cytizin
Citizin
Cytisine (-)
(1R,5S)-3,4,5,6-Tetrahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocin-8(2H)-one
1,5-Methano-8H-pyrido[1,2-a][1,5]diazocin-8-one, 1,2,3,4,5,6-hexahydro-, (1R,5S)-
Cytisinicline [USAN]
CHEMBL497939
(1R,9S)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one
1,5-Methano-8H-pyrido(1,2-a)(1,5)diazocin-8-one, 1,2,3,4,5,6-hexahydro-, (1R,5S)-
Baphitoxine
MFCD00136048
(1R,9S)-7,11-diazatricyclo[7.3.1.0^{2,7}]trideca-2,4-dien-6-one
SMR001233264
MLS003171607
NSC407282
(1R,5S)-1,2,3,4,5,6-Hexahydro-1,5-methano-8H-pyrido[1,2a][1,5]diazocin-8-one
C5E
Prestwick_140
Cytisine ((+)-)
Tocris-1390
CYTISINE [HSDB]
CYTISINE [MI]
Cytisinicline (Standard)
115051-74-6
Prestwick3_000624
Baptitoxine;(?)-Cytisine
CYTISINICLINE [INN]
BSPBio_000588
Cytisine, >=99%, powder
MLS002153916
MLS002222174
SCHEMBL161398
CYTISINICLINE [WHO-DD]
BPBio1_000648
GTPL5347
(1R,9R)-7,11-diazatricyclo[7.3.1.0~2,7~]trideca-2,4-dien-6-one
(1S,9R)-7,11-diazatricyclo[7.3.1.0~2,7~]trideca-2,4-dien-6-one
HY-N0175R
DTXSID00883395
1,2,3,4,5,6-Hexahydro-1,5-methano-pyrido[1,2-a][1,5]diazocin-8-one (cytisine)
Cytisine1,2,3,4,5,6-Hexahydro-1,5-methano-pyrido[1,2-a][1,5]diazocin-8-one
HMS2096N10
HMS2235L06
HMS3267D20
HMS3414N03
HMS3678L21
HMS3884L11
HY-N0175
MSK40318
TNP00030
BDBM50143282
HB2033
PDSP1_000461
s2287
WLN: T C666 A GVN LM&TTJ
1,2,3,4,5,6-Hexahydro-1,5-methano-8H-pyrido(1,2-a)(1,5)diazocin-8-one
AKOS000276818
AKOS015833102
CCG-208621
DB09028
FC09851
NCGC00016463-01
NCGC00016463-02
NCGC00016463-03
NCGC00016463-04
NCGC00017171-01
NCGC00025138-01
NCGC00025138-02
NCGC00179513-01
AC-34317
AS-19539
CAS-485-35-8
CS-0007888
NS00067015
SW219952-1
Cytisine, >=99.0% (HPLC), >=99%
EN300-224852
Q417343
BRD-K74186897-001-02-5
BRD-K74186897-001-04-1
BRD-K74186897-001-10-8
BRD-K74186897-001-11-6
BRD-K74186897-001-12-4
BRD-K74186897-001-13-2
F9994-5373
Z1203159860
1,2-a][1,5]diazocin-8-one, 1,2,3,4,5,6-hexahydro-
1,2-a][1,5]diazocin-8-one, 1,2,3,4,5,6-hexahydro-, (1R)-
(1R,9S)-7,11-diazatricyclo[7.3.1.0,2,7]trideca-2,4-dien-6-one
(1R,9S)-7,11-diazatricyclo[7.3.1.0~2,7~]trideca-2,4-dien-6-one
1,2-a][1,5]diazocin-8-one, 1,2,3,4,5,6-hexahydro-, (1R-cis)-
(1R,5S)-1,2,3,4,5,6-Hexahydro-1,5-methano-pyrido[1,2-a][1,5]diazocin-8-one