4635. Hematin

Nomenclature

CAS number: 15489-90-4
(SP-5-13)-[7,12-Diethenyl-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoato(4)-N21,N22,N23,N24]hydroxyferrate(2) dihydrogen; [dihydrogen 3,7,12,17-tetramethyl-8,13-divinyl-2,18-porphinedipropionato(2)]hydroxyiron; hydroxy[dihydrogen protoporphyrin IX-ato(2)]iron; ferriheme hydroxide; ferriporphyrin hydroxide; ferriprotoporphyrin basic; hydroxyhemin; phenodin.
C34H33FeN4O5; mol wt 633.49.
C 64.46%, H 5.25%, Fe 8.82%, N 8.84%, O 12.63%.

Description and references

Found in the body in pathological conditions, e.g., after phosgene poisoning, in pernicious anemia. Prepn: Fischer-Orth, Die Chemie des Pyrrols II, 1, 386 (Leipzig, 1937). Brief review including structure: J. E. Falk, Porphyrins and Metalloporphyrins (Elsevier, New York, 1964) pp 17, 23, 46. Toxicology: D. L. Lips et al., Toxicol. Lett. 2, 329 (1978). Use in treatment of hepatic porphyria: C. J. Watson et al., Ann. Intern. Med. 79, 80 (1973); G. J. Dhar et al., ibid. 83, 20 (1975); J. M. Lamon et al., Medicine 58, 252 (1979).

Chemical structure

Properties

Solvated crystals from pyridine, dry at 40° in vacuo. Freely sol in dil solns of alkali hydroxides, slightly sol in hot pyridine. Unstable. Absorption max (10% aq NaOH): 580 nm (EmM 10.5). LD50 i.v. in rats: 4.32 mg/100 g (Lips).