Chlorhexidine Dihydrochloride Impurity B is a truncated biguanide derivative characterized by a bis-guanidinium core linked via a hexamethylene bridge, substituted with a 4-chlorophenyl group and a hydroxylated aliphatic side chain. Its structure lacks one aromatic ring relative to the parent Chlorhexidine, resulting in reduced conjugation and altered charge distribution. The compound exists as a dihydrochloride salt, featuring two chloride counterions. This impurity arises from partial oxidation of the aliphatic chain during synthesis, introducing a hydroxyl functionality. It serves as an HPLC reference standard for quantifying process-related impurities in Chlorhexidine formulations.
On RequestC1=CC(=CC=C1N/C(=N/C(=NCCCCCCN=C(N)NC(=O)N)N)/N)Cl
InChI=1S/C16H26ClN9O/c17-11-5-7-12(8-6-11)24-15(20)25-13(18)22-9-3-1-2-4-10-23-14(19)26-16(21)27/h5-8H,1-4,9-10H2,(H5,18,20,22,24,25)(H5,19,21,23,26,27)
LATUPHDTTULFOL-UHFFFAOYSA-N