145411-43-4

Basic information

• Product Name: (Z)-tetracos-15-enoyl chloride
• Synonyms: (Z)-tetracos-15-enoyl chloride
• CAS NO: 145411-43-4
• Molecular Weight: 385.074
• Mol File: 145411-43-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (Z)-tetracos-15-enoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-tetracos-15-enoyl chloride(145411-43-4)
• EPA Substance Registry System: (Z)-tetracos-15-enoyl chloride(145411-43-4)

Safety Data

• Hazardous Substances Data: 145411-43-4(Hazardous Substances Data)

Usage

General Description

(Z)-tetracos-15-enoyl chloride, also known as tetracos-15-enoyl chloride, is a chemical compound with a molecular formula of C24H43ClO. It is an enoyl chloride, which is a class of organic compounds containing a carboxylic acid chloride group and a carbon-carbon double bond. (Z)-tetracos-15-enoyl chloride is a derivative of tetracos-15-enoic acid and is commonly used as a reagent in organic synthesis. It is a colorless to pale yellow liquid with a pungent odor and is insoluble in water but soluble in organic solvents. (Z)-tetracos-15-enoyl chloride is primarily used in the production of other organic compounds and is commonly found in research laboratories and industrial settings for organic synthesis and chemical reactions.

Upstream product

• 506-37-6 Nervonic acid 

Downstream Products

• 150988-91-3 (Z)-Tetracos-15-enoic acid 4-hydroxy-3-methoxy-benzylamide 
• 917877-52-2 N-[(1S,2R,3E)-2-hydroxy-1-[(phosphonooxy)methyl]-3-heptadecen-1-yl]-(15Z)-tetracosenamide 
• 1571918-42-7 (Z)-N-((2R,3S,4R)-1-((4-(4-bromophenyl)thiazol-2-yl)thio)-3,4-dihydroxy-octadecan-2-yl)tetracos-15-enamide 
• 1571918-41-6 (Z)-N-((2R,3S,4R)-1-((4-(4-bromophenyl)thiazol-2-yl)thio)-3,4-isopropylidenedioxyoctadec an-2-yl)tetracos-15-enamide 
• 1571918-40-5 (Z)-N-((2R,3S,4R)-3,4-dihydroxy-1-(phenylthio)octadecan-2-yl)tetracos-15-enamide 
• 1571918-39-2 (Z)-N-((2R,3S,4R)-3,4-isopropylidenedioxy-1-(phenylthio)-octadecan-2-yl)tetracos-15-enamide 
• 898531-99-2 (2S,3S,4R)-1-O-(6-deoxy-6-acetamido-α-D-galactopyranosyl)-2-(N-nervonoylamino)-1,3,4-octadecanetriol 

Relevant articles and documents

Synthesis and structure-activity relationships of cerebroside analogues as substrates of cerebroside sulphotransferase and discovery of a competitive inhibitor

Metachromatic leukodystrophy (MLD) is a rare genetic disease characterised by a dysfunction of the enzyme arylsulphatase A leading to the lysosomal accumulation of cerebroside sulphate (sulphatide) causing subsequent demyelination in patients. The enzyme galactosylceramide (cerebroside) sulphotransferase (CST) catalyses the transfer of a sulphate group from 3′-phosphoadenosine-5'-phosphosulphate (PAPS) to cerebrosides producing sulphatides. Substrate reduction therapy for arylsulphatase A by inhibition of CST was proposed as a promising therapeutic approach. To identify competitive CST inhibitors, we synthesised and investigated analogues of the substrate galactosylceramide with variations at the anomeric position, the acyl substituent and the carbohydrate moiety, and investigated their structure–activity relationships. While most of the compounds behaved as substrates, α-galactosylceramide 16 was identified as the first competitive CST inhibitor. Compound 16 can serve as a new lead structure for the development of drugs for the treatment of this devastating disease, MLD, for which small molecule therapeutics are currently not available.

Synthesis of a versatile building block for the preparation of 6-N-derivatized α-galactosyl ceramides: Rapid access to biologically active glycolipids

A concise route to the 6-azido-6-deoxy-α-galactosyl-phytosphingosine derivative 9 is reported. Orthogonal protection of the two amino groups allows elaboration of 9 into a range of 6-N-derivatized α-galactosyl ceramides by late-stage introduction of the a

Nervonic acid derivatives, their preparation and use

The present invention relates to a nervonic acid derivatives of formula (I) CH3—(CH2)7—CH═CH—(CH2)13—C(O)—O—(CH2)3—OR??(I) wherein R is hydrogen (H) or a residue of a carboxylic acid; or a salt of the compound where R is H; or a bioprecursor, prodrug thereof. Those compounds wherein R is other than H have pharmacological activity, in particular anti-inflammatory and immunomodulatory effects. Those compounds wherein R is H can be used to prepare the pharmacologically active derivatives.