21508-19-0

Basic information

• Product Name: 5-CHLORO-2-FURALDEHYDE
• Synonyms: TIMTEC-BB SBB004223;5-CHLORO-2-FURALDEHYDE;5-chlorofuran-2-carboxaldehyde;5-CHLORO-2-FURALDEHYDE,97%;5-CHLORO-2-FURALDEHYDE, 98+%;5-Chloro-2-furaldehyde, 98%, stab. with 2% ethanol;5-Chloro-2-furaldehyde,97%,stabilized;5-Chloro-2-furaldehyde, stabilized, 97%
• CAS NO: 21508-19-0
• Molecular Formula: C₅H₃ClO₂
• Molecular Weight: 130.53
• EINECS: -0
• Product Categories: Building Blocks;Furans;FuransHeterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Aldehydes;Building Blocks;C1 to C6;C4 to C7;C4 to C8;Carbonyl Compounds;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Organic Building Blocks
• Mol File: 21508-19-0.mol

Chemical Properties

• Melting Point: 34-37 °C(lit.)
• Boiling Point: 70°C 10mm
• Flash Point: 190 °F
• Appearance: White to off-white/Crystalline Powder
• Density: 1.361 g/cm³
• Vapor Pressure: 0.553mmHg at 25°C
• Refractive Index: 1.542
• Storage Temp.: 2-8°C
• Solubility: Acetone (Slightly), Methanol (Slightly)
• Water Solubility: Insoluble in water.
• Sensitive: Air Sensitive
• BRN: 108401
• CAS DataBase Reference: 5-CHLORO-2-FURALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-2-FURALDEHYDE(21508-19-0)
• EPA Substance Registry System: 5-CHLORO-2-FURALDEHYDE(21508-19-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 21508-19-0(Hazardous Substances Data)

Usage

Uses

Used in Analytical Chemistry:
5-Chloro-2-furaldehyde is used as an internal standard for the analysis of furanic compounds by the reversed-phase-high performance liquid chromatography–diode array detection (RP-HPLC–DAD) method. Its stability and compatibility with the method make it a reliable choice for accurate and consistent results in the quantification of furanic compounds.
Used in Pharmaceutical Industry:
5-Chloro-2-furaldehyde is used as a starting material or intermediate in the synthesis of various pharmaceutical compounds. Its unique reactivity and structural properties make it a valuable component in the development of new drugs and therapeutic agents.
Used in Chemical Research:
Due to its distinct chemical properties and reactivity, 5-chloro-2-furaldehyde is utilized in chemical research for the development of novel chemical reactions, synthesis methods, and the study of furan chemistry. Its ability to form bis-(phenylamino) derivatives and undergo coupling reactions with other compounds makes it an interesting subject for further exploration and application in various chemical fields.

InChI:InChI=1/C5H3ClO2/c6-5-2-1-4(3-7)8-5/h1-3H

Upstream product

• 98-01-1 furfural 
• 75-15-0 carbon disulfide 
• 7791-25-5 sulfuryl dichloride 
• 613-75-2 (furan-2-yl)methylene diacetate 
• 698-63-5 5-nitrofurane-2-carboxaldehyde 
• 1137088-24-4 (5-formylfuran-2-yl)(triphenyl-λ5-phosphanyl)gold 
• 618-30-4 5-chlorofuran-2-carboxylic acid 
• 24078-79-3 5-chlorofuran-2-carbonyl chloride 

Downstream Products

• 137411-28-0 N-[1-(5-Chloro-furan-2-yl)-meth-(E)-ylidene]-N'-[6-chloro-2-(4-phenyl-piperazin-1-yl)-quinazolin-4-yl]-hydrazine 
• 82386-82-1 2-Fural-5-trimethylammonium chloride 
• 3680-93-1 5-dimethylaminofurfural 
• 13803-39-9 5-phenylfuran-2-carbaldehyde 
• 936343-23-6 4-((5-chloro-furan-2-yl)-hydroxy-methyl)-benzonitrile 
• 1161408-40-7 3-(2-(N-methylamino)phenyl)-6-[5-chloro-2-furanyl]-5,6-dihydro-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole 
• 1161408-39-4 3-(4-(N,N-dimethylamino)phenyl)-6-[5-chloro-2-furanyl]-5,6-dihydro-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole 
• 1137726-37-4 4-(5-formylfuran-2-yl)butyl benzoate 
• 1389311-74-3 2-(2-hydroxybenzoyl)-3-(5-chlorofuran-2-yl)-4H-furo[3,2-c]chromen-4-one 
• 1415975-95-9 (E)-3-(5-chlorofuran-2-yl)-2-cyano-N-(4-methoxybenzyl)acrylamide 
• 1243333-39-2 (R)-3-(5-formylfuran-2-yl)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylpropanamide 
• 1159426-39-7 5-(3,5-dimethoxyphenethyl)furan-2-carbaldehyde 
• 39763-81-0 5-cyclopropyl-furan-2-carbaldehyde 
• 618-30-4 5-chlorofuran-2-carboxylic acid 

Relevant articles and documents

Bifunctional Furfuryl Cations Strategy: Three-Component Synthesis of Enamidyl Triazoles

A new multicomponent synthesis of functionalized enamidyl triazoles starting from simple and readily available starting materials is described. A simple treatment of a dichloromethane solution of an azide, amine, and 5-bromo-2-furylcarbinol with a Lewis acid provides the enamidyl triazole in good to high yield. A triple domino sequence, formal [3+2] cycloaddition/ring-opening/amidation, is involved in this new skeleton-generating reaction.

Development of Glucose Regulated Protein 94-Selective Inhibitors Based on the BnIm and Radamide Scaffold

Glucose regulated protein 94 (Grp94) is the endoplasmic reticulum resident of the heat shock protein 90 kDa (Hsp90) family of molecular chaperones. Grp94 associates with many proteins involved in cell adhesion and signaling, including integrins, Toll-like receptors, immunoglobulins, and mutant myocilin. Grp94 has been implicated as a target for several therapeutic areas including glaucoma, cancer metastasis, and multiple myeloma. While 85% identical to other Hsp90 isoforms, the N-terminal ATP-binding site of Grp94 possesses a unique hydrophobic pocket that was used to design isoform-selective inhibitors. Incorporation of a cis-amide bioisostere into the radamide scaffold led to development of the original Grp94-selective inhibitor, BnIm. Structure-activity relationship studies have now been performed on the aryl side chain of BnIm, which resulted in improved analogues that exhibit better potency and selectivity for Grp94. These analogues also manifest superior antimigratory activity in a metastasis model as well as enhanced mutant myocilin degradation in a glaucoma model compared to BnIm.

Gold-catalysis: Reactions of organogold compounds with electrophiles

Different arylgold(I), one alkynylgold(I), and one vinylgold(I) triphenylphosphane complexes were subjected to electrophilic halogenation reagents. With N-chlorosuccinimid, N-bromosuccinimid, and N-iodosuccinimid as well as the Barluenga reagent, selectively halogenated compounds were obtained. Trifluoroacetic acid, as a source of protons, leads to a clean protodeauration. With N-fluorobenzenesulfonimide or Selectfluor, exclusively a homocoupling was observed. For the precursor of the vinylgold(I) complex, a similar oxidative coupling could be induced by gold(III) chloride. Reactions with silicon or tin electrophiles failed. CSIRO 2010.

THIADIAZOLES AS CXC- AND CC- CHEMOKINE RECEPTOR LIGANDS

Disclosed are novel compounds of Formula (IA) and the pharmaceutically acceptable salts and solvates thereof. Examples of groups comprising Substituent A include heteroaryl, aryl, heterocycloalkyl, cycloalkyl, aryl, alkynyl, alkenyl, aminoalkyl, alkyl or amino. Examples of groups comprising Substituent B include aryl and heteroaryl. Also disclosed is a method of treating a chemokine mediated diseases, such as, cancer, angiogenisis, angiogenic ocular diseases, pulmonary diseases, multiple sclerosis, rheumatoid arthritis, osteoarthritis, stroke and ischemia reperfusion injury, pain (e.g., acute pain, acute and chronic inflammatory pain, and neuropathic pain) using a compound of Formula (IA).

ISOTHIAZOLE DIOXIDES AS CXC- AND CC- CHEMOKINE RECEPTOR LIGANDS

Disclosed are novel compounds of the formula (IA): and the pharmaceutically acceptable salts and solvates thereof. D and E are different groups wherein one is N and the other is CR50. Examples of groups comprising Substituent A include heteroaryl, aryl, heterocycloalkyl, cycloalkyl, aryl, alkynyl, alkenyl, aminoalkyl, alkyl or amino. Examples of groups comprising Substituent B include aryl and heteroaryl. Also disclosed is a method of treating a chemokine mediated diseases, such as, cancer, angiogenisis, angiogenic ocular diseases, pulmonary diseases, multiple sclerosis, rheumatoid arthritis, osteoarthritis, stroke and cardiac reperfusion injury, pain (e.g., acute pain, acute and chronic inflammatory pain, and neuropathic pain) using a compound of formula IA.

THIADIAZOLEDIOXIDES AND THIADIAZOLEOXIDES AS CXC- AND CC-CHEMOKINE RECEPTOR LIGANDS

Disclosed are novel compounds of the formula (IA) and the pharmaceutically acceptable salts and solvates thereof. Examples of groups comprising Substituent A include heteroaryl, aryl, heterocycloalkyl, cycloalkyl, aryl, alkynyl, alkenyl, aminoalkyl, alkyl or amino. Examples of groups comprising Substituent B include aryl and heteroaryl. Also disclosed is a method of treating a chemokine mediated diseases, such as, cancer, angiogenisis, angiogenic ocular diseases, pulmonary diseases, multiple sclerosis, rheumatoid arthritis, osteoarthritis, stroke and cardiac reperfusion injury, acute pain, acute and chronic inflammatory pain, and neuropathic pain using a compound of formula (IA).

3,4-Di-substituted cyclobutene-1,2-diones as CXC-chemokine receptor ligands

There are disclosed compounds of the formula or a pharmaceutically acceptable salt or solvate thereof which are useful for the treatment of chemokine-mediated diseases such as acute and chronic inflammatory disorders and cancer.

3,4-Di-substituted cyclobutene-1,2-diones as CXC-chemokine receptor ligands

There are disclosed compounds of the formula or a pharmaceutically acceptable salt or solvate thereof which are useful for the treatment of chemokine-mediated diseases such as acute and chronic inflammatory disorders and cancer.

Reevaluation of benzyltrimethylammonium dichloroiodide, previously reported to be a selective iodinating agent

Benzyltrimethylammonium dichloroiodate, previously reported as an iodinating agent of thiophenes, appears to be a selective chlorinating agent of both thienyl and furyl derivatives containing a carbonyl group.

Hypoglycemic 5-substituted oxazolidine-2,4-diones

Hypoglycemic 5-furyl and 5-thienyl derivatives of oxazolidine-2,4-dione and the pharmaceutically-acceptable salts thereof; certain 3-acylated derivatives thereof; and intermediates useful in the preparation of said compounds.