Hexobendine

Hexobendine
Clinical data
ATC code	C01DX06 (WHO) ;
Identifiers
	IUPAC name Ethane-1,2-diylbis[(methylimino)propane-3,1-diyl] bis(3,4,5-trimethoxybenzoate);
CAS Number	54-03-5 ;
PubChem CID	5777;
ChemSpider	5573 ;
UNII	B6X4SYR93B;
CompTox Dashboard (EPA)	DTXSID20202302 ;
ECHA InfoCard	100.000.173
Chemical and physical data
Formula	C30H44N2O10
Molar mass	592.686 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COc1c(cc(cc1OC)C(=O)OCCCN(C)CCN(C)CCCOC(=O)c2cc(OC)c(OC)c(OC)c2)OC;
	InChI InChI=1S/C30H44N2O10/c1-31(11-9-15-41-29(33)21-17-23(35-3)27(39-7)24(18-21)36-4)13-14-32(2)12-10-16-42-30(34)22-19-25(37-5)28(40-8)26(20-22)38-6/h17-20H,9-16H2,1-8H3 ; Key:KRQAMFQCSAJCRH-UHFFFAOYSA-N ;
	(what is this?) (verify)

Hexobendine is a vasodilator that acts as an adenosine reuptake inhibitor.^[1]

Synthesis

Hexobendine can be synthesized starting with a reaction between 3,4,5-trimethoxybenzoyl chloride (1) and 3-chloropropanol (2) to give the corresponding ester, 3-chloropropyl 3,4,5-trimethoxybenzoate (3). The last step involves the reaction between two molar equivalents of 3 with one molar equivalent of 1,2-dimethylethylenediamine (4) completing the synthesis of hexobendine (5).^[2]^[3]

References

[1]

[2]

[3]

Search

Hexobendine

Synthesis

See also

References

Clinical data

ATC code	C01DX06 (WHO)
Identifiers
IUPAC name Ethane-1,2-diylbis[(methylimino)propane-3,1-diyl] bis(3,4,5-trimethoxybenzoate)
CAS Number	54-03-5^N
PubChem CID	5777
ChemSpider	5573^N
UNII	B6X4SYR93B
CompTox Dashboard (EPA)	DTXSID20202302
ECHA InfoCard	100.000.173
Chemical and physical data
Formula	C₃₀H₄₄N₂O₁₀
Molar mass	592.686 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES COc1c(cc(cc1OC)C(=O)OCCCN(C)CCN(C)CCCOC(=O)c2cc(OC)c(OC)c(OC)c2)OC
InChI InChI=1S/C30H44N2O10/c1-31(11-9-15-41-29(33)21-17-23(35-3)27(39-7)24(18-21)36-4)13-14-32(2)12-10-16-42-30(34)22-19-25(37-5)28(40-8)26(20-22)38-6/h17-20H,9-16H2,1-8H3^N Key:KRQAMFQCSAJCRH-UHFFFAOYSA-N^N
^NY (what is this?) (verify)