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HEMATOPORPHYRIN

HEMATOPORPHYRIN Structure
CAS No.
14459-29-1
Chemical Name:
HEMATOPORPHYRIN
Synonyms
hp;Photodyn;NSC-59265;A-259H10.2;HEMATOPORPHYRIN;HAEMATOPORPHYRIN;HEMATOPORPHYRINE;hematoporphyrinix;HematoporphyrineBase;Hematoporphyrin Base
CBNumber:
CB9134564
Molecular Formula:
C34H38N4O6
Molecular Weight:
598.69
MOL File:
14459-29-1.mol
MSDS File:
SDS
Modify Date:
2024/6/4 15:29:52

HEMATOPORPHYRIN Properties

Melting point 172.5°C
Boiling point 649.58°C (rough estimate)
Density 1.328
refractive index 1.6000 (estimate)
storage temp. Sealed in dry,2-8°C
solubility DMSO (Sparingly), Methanol (Slightly), Ethyl Acetate (Slightly)
form Solid
color Purple to Black
Merck 13,4653
Stability Light Sensitive
EPA Substance Registry System 21H,23H-Porphine-2,18-dipropanoic acid, 7,12-bis(1-hydroxyethyl)-3,8,13,17-tetramethyl- (14459-29-1)

SAFETY

Risk and Safety Statements

Safety Statements  22-24/25
WGK Germany  3
RTECS  TS5500000
8-10-21

HEMATOPORPHYRIN Chemical Properties,Uses,Production

Uses

Hematoporphyrin (Photodyn, Sensibion) is a porphyrin prepared from hemin. It is a derivative of protoporphyrin IX, where the two vinyl groups have been hydrated (coverted to alcohols). It is used as a photosensitizer in photodynamic therapy. Acetylation of hematoporphyrin followed by hydrolysis of the product of that reaction affords a mixture called hematoporphyrin derivative (HPD), which is also used in photodynamic therapy. Hematoporphyrin has also been used as an antidepressant and antipsychotic since the 1920s.

Definition

ChEBI: A dicarboxylic acid that is protoporphyrin in which the vinyl groups at positions 7 and 12 are replaced by 1-hydroxyethyl groups.

Hazard

Toxic. Reported to be preferentially absorbed by cancerous tissues, making them fluoresce under UV light.

Purification Methods

Purify it by dissolving it in EtOH Hematoporphyrin and adding H2O or Et2O to give deep red crystals. It has also been recrystallised from MeOH. UV has max at 615.5, 565, 534.4 and 499.5nm in 0.1N NaOH, and 597, 619, 634, 653, 683 and 701nm in 2N HCl [Falk Porphyrins and Metalloporphyrins Elsevier, NY, p 175 1964, LCCCNo 63-19821.] It is used in the affinity chromatographic purification of Heme proteins [Olsen Methods Enzymol 123 324 1986]. The O-methyl-dimethyl ester has m 203-206o (from CHCl3/MeOH), and the O,O'-dimethyl-dimethyl ester has m 145o (from CHCl3/MeOH). [Paul Acta Chem Scand 5 389 1951, Beilstein 26 III/IV 3157, and 3158 for the HCl.]

HEMATOPORPHYRIN Preparation Products And Raw materials

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1,3,5,8-tetramethyl-2,4-bis(alpha-hydroxyethyl)prophine-6,7-dipropionicacid 21h,23h-porphine-2,18-dipropanoicacid,7,12-bis(1-hydroxyethyl)-3,8,13,17-te 7,12-bis(1-hydroxyethyl)-3,8,13,17-tetramethyl-18-porphinedipropionicacid hematoporphyrinix ANTI-HPR antibody produced in mouse 7,12-bis(1-hydroxyethyl)-3,8,13,17-tetramethyl-21H,23H-Porphine-2,18-dipropanoic acid 7,12-Bis(1-hydroxyethyl)-3,8,13,17-tetramethyl-21H,23H-porphyrin-2,18-dipropionic acid NSC-59265 Photodyn 3-[18-(2-carboxyethyl)-7,12-bis(1-hydroxyethyl)-3,8,13,17-tetramethyl-22,23-dihydroporphin-2-yl]propionic acid 3-[18-(2-carboxyethyl)-7,12-bis(1-hydroxyethyl)-3,8,13,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic acid 1,3,5,8-Tetramethyl-2,4-bis(α-hydroxyethyl)porphine-6,7-dipropionic acid HeMatoporphyrin >=45% hp 8,13-BIS(1-HYDROXYETHYL)-3,7,12,17-TETRAMETHYL-21H,23H-PORPHINE-2,18-DIPROPIONIC ACID HAEMATOPORPHYRIN HEMATOPORPHYRIN HEMATOPORPHYRINE HEMATOPORPHYRIN IX BASE hematoporphyrin free base HematoporphyrineBase 21H,23H-Porphine-2,18-dipropanoic acid, 7,12-bis(1-hydroxyethyl)-3,8,13,17-tetramethyl- A-259H10.2 Hematoporphyrin (Technical Grade, ~30%) Recombinant Human Haptoglobin/HP Protein, His Tag Recombinant Human Haptoglobin/HP/HP Protein, His Tag Hematoprophyrin USP/EP/BP HEMATOPORPHYRIN USP/EP/BP Hematoporphyrin Base 14459-29-1 14459-21-1 C34H38N4O6 BioChemical Biochemicals and Reagents Natural Dyes Proteins and Derivatives Plasma, Blood, and Related Proteins and Reagents Plasma & Blood Proteins