25767-20-8

Basic information

• Product Name: COPROPORPHYRIN I TETRAMETHYL ESTER
• Synonyms: COPROPORPHYRIN I TETRAMETHYL ESTER;TETRAMETHYL 3,8,13,18-TETRAMETHYL-21H,23H-PORPHINE-2,7,12,17-TETRAPROPIONATE;2,7,12,17-Porphinetetrapropionic acid, 3,8,13,18-tetramethyl-, tetramethyl ester;23h-porphine-2,7,12,17-tetrapropanoicacid,3,8,13,18-tetramethyl-21tetrame;Coproporphyrin tetramethyl ester i;CoproporphyrinItetramethylestersyntheticpurplextl;COPROPORPHYRIN I TETRAMETHYL ESTER, 98%, SYNTHETIC;COPROPORPHYRIN I TETRAMETHYL ESTER (SYNTHETIC)
• CAS NO: 25767-20-8
• Molecular Formula: C₄₀H₄₆N₄O₈
• Molecular Weight: 710.82
• EINECS: 247-253-5
• Product Categories: Natural Porphyrins and Derivitives;Porphyrins;porphine (porphyrin) ligand
• Mol File: 25767-20-8.mol

Chemical Properties

• Melting Point: 252-254 °C(lit.)
• Boiling Point: 1058.9 °C at 760 mmHg
• Flash Point: 594.2 °C
• Appearance: purple/crystal
• Density: 1.224 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.574
• Storage Temp.: Amber Vial, Refrigerator
• Solubility: Chloroform, Dichloromethane, Tetrahydrofuran
• CAS DataBase Reference: COPROPORPHYRIN I TETRAMETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: COPROPORPHYRIN I TETRAMETHYL ESTER(25767-20-8)
• EPA Substance Registry System: COPROPORPHYRIN I TETRAMETHYL ESTER(25767-20-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 25767-20-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Coproporphyrin I Tetramethyl Ester is used as a nutritional supplement for the development of N. brasiliensis eggs to third-stage larvae. It plays a crucial role in the growth and development of these organisms, making it an essential component in the pharmaceutical industry for research and development purposes.
Used in Chemical Industry:
As a tetrapyrrole compound, Coproporphyrin I Tetramethyl Ester is used in the chemical industry for the synthesis of various dyes and metabolites. Its unique chemical properties and structure make it a valuable component in the development of new compounds and products.
Used in Research and Development:
Coproporphyrin I Tetramethyl Ester is also utilized in research and development for its potential applications in various fields. Its unique properties and functions make it an interesting subject for further study and exploration, potentially leading to new discoveries and innovations in science and technology.

InChI:InChI=1/C40H46N4O8/c1-21-25(9-13-37(45)49-5)33-18-30-23(3)27(11-15-39(47)51-7)35(43-30)20-32-24(4)28(12-16-40(48)52-8)36(44-32)19-31-22(2)26(10-14-38(46)50-6)34(42-31)17-29(21)41-33/h17-20,41,44H,9-16H2,1-8H3/b29-17-,30-18-,31-19-,32-20-,33-18-,34-17-,35-20-,36-19-

Upstream product

• 10170-03-3 uroporphyrin I octamethyl ester 
• 30103-05-0 5,5'-bis(tert-butoxycarbonyl)-4,4'-dimethyl-3,3-bis(2-(methoxycarbonyl)ethyl)-2,2'-dipyrrylmethane 
• 149-73-5 trimethyl orthoformate 
• 77929-50-1 5'-formyl-4-methyl-3,3'-di-(2-methoxycarbonylethyl)-4'-(methoxycarbonylmethyl)-2,2'-methylenedipyrrole-5-carboxylic acid 
• 67-56-1 methanol 
• 531-14-6 coproporphyrin I 
• 183164-04-7 5-Dimethylaminomethyl-4-(2-methoxycarbonyl-ethyl)-3-methyl-1H-pyrrole-2-carboxylic acid 
• 183164-06-9 5-Diethylaminomethyl-4-(2-methoxycarbonyl-ethyl)-3-methyl-1H-pyrrole-2-carboxylic acid 
• 20303-31-5 benzyl 4-(2-methoxycarbonylethyl)-3,5-dimethylpyrrole-2-carboxylate 
• 54278-10-3 ethyl 5-(ethoxycarbonyl)-2,4-dimethyl-1H-pyrrole-3-propanoate 
• 92299-31-5 3-(5-ethoxycarbonyl-2-bromomethyl-4-methyl-pyrrol-3-yl)-propionic acid ethyl ester 
• 163277-88-1 ethyl 2-ethoxycarbonyl-5-(diethylaminomethyl)-3-methylpyrrole-4-propionate 
• 51644-18-9 2-tert-(Butoxycarbonyl)-4-(2-(methoxycarbonyl)ethyl)-3-methylpyrrole 
• 31896-88-5 benzyl 3-<2-(methoxycarbonyl)ethyl>-4-methylpyrrole-5-carboxylate 

Downstream Products

• 531-14-6 coproporphyrin I 

Relevant articles and documents

Studies on the tetramerization of substituted monopyrroles to type I porphyrins

Investigation of the tetramerization of pyrroles bearing two different electron-donating groups as substituents led to the rapid preparation under slightly acidic conditions of a porphyrin analog family with a high ratio of type I isomer for enzymatic act

Syntheses of type-I porphyrins via monopyrrole tetramerization

Treatment of 2-[(N,N-dialkylamino)methyl]pyrrole-5-carboxylic acids (e.g. 10,12 or 11,13) in methanol with K3Fe(CN)6 gives type-I porphyrins (etioporphyrin-I 7, coproporphyrin-I tetramethyl ester 16, respectively); with pyrroles 10,12 the product 7 is contaminated with about 8% of other type-isomer(s).

Porphyrin synthesis from nitrocompounds

A new porphyrin synthesis starting from nitroalkenes or their equivalents is described. For example, octaethylporphyrin, coproporphyrin, porphyrin-1,2,3,4,5,6,7,8 octapropionic acid, and 2,7,12,17 tetraarylporphyrin are prepared in good yield from readily available materials such as 1-nitropropane, nitroethane, nitromethane, and aldehydes.

Biosynthesis of Porphyrins and Related Macrocycles. Part 15. Chemical and Enzymic Formation of Uroporphyrinogen Isomers from Unrearranged Aminomethylpyrromethane: Separation of Isomeric Coproporphyrin Esters

The unrearranged pyrromethane (1) is transformed chemically mainly into uro'gen-I with a smaller amount of uro'gen-IV but only traces of uro'gen-III are formed.Uro'gen-I is produced via a tetrapyrrolic (bilane) intermediate and when the diaminase-cosynthetase enzyme system from Euglena gracilis is present, this intermediate is converted into uro'gen-III.The rearrangement step for this conversion has the same characteristics found earlier for the natural biosynthetic process from porphobilinogen.Pyrromethane (1) is not a direct biosynthetic precursor of uro'gen-III and reasons are advanced why this is understandable.Methods are developed based on high pressure liquid chromatography for the separation of all four isomeric coproporphyrin esters.

SYNTHESIS OF UROPORPHYRIN-III, AND RELATED HEPTA- AND PENTA-CARBOXYLIC PORPHYRINS BY MODIFICATIONS OF THE MACDONALD METHOD

A modification of the MacDonald route has been developed in which all four pyrrole units of uroporphyrin-III have been derived from the same conveniently prepared starting pyrrole.Related hepta- and penta-carboxylic porphyrins have also been synthesised by condensation of appropriate α-formyl pyrromethane-α'-carboxylic acids; in each case other porphyrins with different numbers of acidic side-chains were also produced but the desired products were easily separated (as their methyl esters) by h.p.l.c.