4103-10-0

Basic information

• Product Name: 4-Cyclooctene-1-carboxylic acid
• Synonyms: 4-Cyclooctene-1-carboxylic acid;(Z)-cyclooct-4-enecarboxylic acid
• CAS NO: 4103-10-0
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.2063
• Mol File: 4103-10-0.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 275.3°Cat760mmHg
• Flash Point: 128.6°C
• Appearance: /
• Density: 1.045g/cm³
• Vapor Pressure: 0.00141mmHg at 25°C
• Refractive Index: 1.489
• PKA: 4.74±0.20(Predicted)
• CAS DataBase Reference: 4-Cyclooctene-1-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Cyclooctene-1-carboxylic acid(4103-10-0)
• EPA Substance Registry System: 4-Cyclooctene-1-carboxylic acid(4103-10-0)

Safety Data

• Hazardous Substances Data: 4103-10-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 78, p. 5129, 1956 DOI: 10.1021/ja01600a088

InChI:InChI=1/C9H14O2/c10-9(11)8-6-4-2-1-3-5-7-8/h1-2,8H,3-7H2,(H,10,11)/b2-1-

Upstream product

• 124-38-9 carbon dioxide 
• 17223-82-4 (Z)-5-bromocyclooct-1-ene 
• 5259-72-3 cyclo-octa-1,5-diene 
• 4103-12-2 5-bromocyclooct-1-ene 
• 62672-96-2 N-(1-cyclohexen-1-yl)-1H-pyrrole 
• 107-02-8 acrolein 
• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 1131-74-4 ethyl (Z)-cyclooct-4-ene-1-carboxylate 
• 112654-91-8 (Z)-cyclooct-4-ene-1-carbonitrile 
• 19835-69-9 cyclooct-4-enecarboxaldehyde 
• 6335-43-9 2-(Pyrrolidin-1-yl)bicyclo[3.3.1]nonan-9-on 
• 74-88-4 methyl iodide 

Downstream Products

• 50653-82-2 cyclooct-4-ene-1-carbonyl chloride 
• 3637-63-6 cyclooctylmethanol 
• 3724-54-7 methyl cyclooctanecarboxylate 
• 280-65-9 bicyclo[3.3.1]nonane 
• 4744-89-2 4-Hydroxy-cyclooctancarbonsaeurelacton 
• 15973-61-2 5-cyclooctenecarbonyl chloride 
• 71404-71-2 (1α,5β,6α)-5-(phenylseleno)-7-oxabicyclo<4.2.2>decan-8-one 
• 75826-37-8 (1α,4β,5α)-4-(phenylseleno)-6-oxabicyclo<3.3.2>decan-7-one 

Relevant articles and documents

COMPOUNDS FOR FAST AND EFFICIENT CLICK RELEASE

The invention disclosed herein relates to compounds, combinations, kits, and methods using same, for use in bioorthogonal release reactions. In particular, the compounds, combinations and kits of the invention can be used to achieve fast and efficient click release. Applications of the compounds, combinations, and kits of the invention include both in vitro and in vivo applications.

Targeted and modular architectural polymers employing bioorthogonal chemistry for quantitative therapeutic delivery

There remain several key challenges to existing therapeutic systems for cancer therapy, such as quantitatively determining the true, tissue-specific drug release profile in vivo, as well as reducing side-effects for an increased standard of care. Hence, it is crucial to engineer new materials that allow for a better understanding of the in vivo pharmacokinetic/pharmacodynamic behaviours of therapeutics. We have expanded on recent "click-to-release" bioorthogonal pro-drug activation of antibody-drug conjugates (ADCs) to develop a modular and controlled theranostic system for quantitatively assessing site-specific drug activation and deposition from a nanocarrier molecule, by employing defined chemistries. The exploitation of quantitative imaging using positron emission tomography (PET) together with pre-targeted bioorthogonal chemistries in our system provided an effective means to assess in real-time the exact amount of active drug administered at precise sites in the animal; our methodology introduces flexibility in both the targeting and therapeutic components that is specific to nanomedicines and offers unique advantages over other technologies. In this approach, the in vivo click reaction facilitates pro-drug activation as well as provides a quantitative means to investigate the dynamic behaviour of the therapeutic agent.

CHANNEL PROTEIN ACTIVATABLE LIPOSOMES

Disclosed is a liposome, comprising a lipid bilayer enclosing a cavity, wherein the bilayer comprises a channel protein releasably linked to an eight-membered non-aromatic cyclic alkenylene group, preferably a cyclooctene group, and more preferably a trans-cyclooctene group. The liposomes are used in a kit comprising the liposome, the liposomal membrane of which comprises a channel protein linked to a Trigger, and an Activator for the Trigger, wherein the Trigger comprises the eight- membered non-aromatic cyclic alkenylene group, and the Activator comprises a diene.