Deuteroferriheme

Base Information

• Chemical Name: Deuteroferriheme
• CAS No.: 21007-21-6
• Molecular Formula: C30H28ClFeN4O4
• Molecular Weight: 599.877
• Mol file: 21007-21-6.mol

Synonyms:deutero-hemin;deuteroferriheme;deuterohemin;Fe(III)_ deuteroporphyrin IX

Chemical Property of Deuteroferriheme

Chemical Property:

• Boiling Point: 1119 °C at 760 mmHg
• Flash Point: 630.5 °C
• PSA: 133.66000
• LogP: 0.60060
• Solubility.: Chloroform; Dichloromethane; DMSO
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 599.114844
• Heavy Atom Count: 40
• Complexity: 845

Purity/Quality:

99%, ^*data from raw suppliers

Fe(III)DeuteroporphyrinIXchloride 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [H+].[H+].CC1=CC2=CC3=C(C(=C([N-]3)C=C4C(=C(C(=CC5=NC(=CC1=N2)C=C5C)[N-]4)C)CCC(=O)[O-])CCC(=O)[O-])C.[Cl-].[Fe+3]
• Uses: Deuterohemin IX is an intermediate for the synthesis of Protoporphyrin IX Dimethyl Ester-d6 (P839127), which is the labelled version of Protoporphyrin IX P(P838900). Protoporphyrin IX (PPIX) is ubiquitously present in all living cells in small amounts as a precursor of heme and PPIX-based strategies have been used for cancer diagnosis and treatment. It can be used in biological study for role of protoporphyrin IX in skin photosensitivity, biliary stones, hepatobiliary damage, liver failure and cancer diagnosis and treatment in human.

Technology Process of Deuteroferriheme

There total 7 articles about Deuteroferriheme which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.1%

hemin → deuterohemin (21007-21-6)

Guidance literature:

With recorcinol; at 160 ℃; for 1h; Product distribution / selectivity; Heating / reflux;

Reference yield: 94.0%

iron(II) chloride hydrate + deuterioporphyrin IX dimethylester → deuterohemin chloride (21007-21-6)

Guidance literature:

With potassium hydroxide; water; In chloroform; acetonitrile; under N2, addn. of the porphyrin to a soln. of FeCl2 in CH3CN (dropwise, 1 h), 70°C, stirring 30 min, cooling to room temp., stirring in the atmosphere 30 min, vac. evapn., redissloving in CH3OH, addn. of KOH, stirring under N2, 24 h, room temp.; dilg. with H2O, addn. of conc. HCl (till pH 2), extg. with CH2Cl2 (three times), washing the org. layers with H2O, drying (Na2SO4), dilg. with THF, concd. to 25 ml (pptn.), filtration, drying the solid in vac. in a toluene pistol;

Reference yield: 51.0%

hemin (15489-47-1) + recorcinol (108-46-3) → Deuterohemin (21007-21-6) + 2-(1-Resorcinylethyl)deuterohemin (77745-16-5) + 4-(1-Resorcinylethyl)deuterohemin (77745-17-6)

Guidance literature:

at 145 - 155 ℃; for 0.75h; Yields of byproduct given;

DOI:10.1021/jo00330a023

upstream raw materials:

hemin

recorcinol

hemin

iron(III) protoporphyrin IX chloride

Downstream raw materials:

deuteroporphyrin IX

deuteroporphyrin IX dimethyl ester

Fe-deuteroporphyrin IX

Refernces

• 1、 Sun, Chengguo,Hu, Bingcheng,Zhao, Donghui,Liu, Zuliang. "Synthesis and structure of five or six-coordinate manganese deuteroporphyrin-niacin dyads with intramolecular axial pyridine". . p. 130 - 137,8. Retrieved 2020/08/20.
• 2、 Burns, Dennis H.,Lai, Jan-Ji,Smith, Kevin M.. "SYNTHESIS OF CHLORINS FROM UNSYMMETRICALLY SUBSTITUTED IRON PORPHYRINS". . p. 3119 - 3132. Retrieved 2007/10/02.