Pheophorbide A supplier | CasNO.15664-29-6

Name
Pheophorbide A
EINECS 239-738-5
CAS No. 15664-29-6
Article Data35
CAS DataBase
Density 1.282 g/cm³
Solubility
Melting Point 191-195 °C
Formula C₃₅H₃₆N₄O₅
Boiling Point 1018.984 °C at 760 mmHg
Molecular Weight 592.695
Flash Point 570.061 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 3-Phorbinepropanoicacid, 9-ethenyl-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-,[3S-(3a,4b,21b)]-;3-Phorbinepropionic acid,21-carboxy-14-ethyl-4,8,13,18-tetramethyl-20-oxo-9-vinyl-, 21-methyl ester(8CI);Pheophorbide a (6CI,7CI);2-Deacetyl-2-vinylbacteriopheophorbide;Phaeophorbide a;Pheophorbide a5;
PSA 136.97000
LogP 3.53890

Synthetic route

: 603-17-8
pheophytin a

: 15664-29-6
pheophorbide-a

Conditions

Conditions	Yield
In water; trifluoroacetic acid at 0℃; for 0.916667h;	92%

: 5594-30-9, 64070-09-3, 138812-88-1
methylpheophorbide a

: 15664-29-6
pheophorbide-a

Conditions

Conditions	Yield
With hydrogenchloride In acetone at 20 - 25℃; for 22h;	80%
With hydrogenchloride; water In acetone at 20℃; for 24h;	70%
Acidic aq. solution;

: 603-17-8
pheophytin a

: 15664-29-6
pheophorbide-a

Conditions

Conditions	Yield
With trifluoroacetic acid In water at 0℃; for 1h; Inert atmosphere; Darkness;	58%
With hydrogenchloride
With enzyme-substance from heracleum spondylium

: 53321-11-2, 479-61-8
chlorophyll-a

: 15664-29-6
pheophorbide-a

Conditions

Conditions	Yield
With hydrogenchloride; water In diethyl ether at 0℃; for 0.5h;

: 479-61-8, 22309-13-3, 71523-21-2
chlorophyll a

: 15664-29-6
pheophorbide-a

Conditions

Conditions	Yield
With hydrogenchloride In diethyl ether

methylchlorophyllide-a: methylchlorophyllide-a

: 15664-29-6
pheophorbide-a

Conditions

Conditions	Yield
With hydrogenchloride

: 603-17-8, 47907-36-8, 74984-11-5, 74984-81-9, 75598-38-8
pheophytin a

: 15664-29-6
pheophorbide-a

Conditions

Conditions	Yield
With trifluoroacetic acid In water at 0℃; for 1h; Inert atmosphere; Darkness;	1.3 g

: chlorophyllide α

: 15664-29-6
pheophorbide-a

Conditions

Conditions	Yield
With hydrogenchloride In water; acetone at 25℃; Kinetics; pH-value;
With sulfuric acid In acetone at 20℃; Darkness;
With sulfuric acid

: pheophytin a

: 15664-29-6
pheophorbide-a

Conditions

Conditions	Yield
With hydrogenchloride; water In diethyl ether for 2h;	Ca. 20 g

: α-chlorophyll

: 15664-29-6
pheophorbide-a

Conditions

Conditions	Yield
Stage #1: chlorophyll α With sulfuric acid In dichloromethane; water Darkness; Stage #2: With sulfuric acid In methanol
With hydrogenchloride In diethyl ether; water at 0 - 5℃; for 0.5h;

: chlorophyll a

: 15664-29-6
pheophorbide-a

Conditions

Conditions	Yield
With hydrogenchloride In diethyl ether Inert atmosphere;

: 186581-53-3, 908094-01-9
diazomethane

: 15664-29-6
pheophorbide-a

: 5594-30-9, 64070-09-3, 138812-88-1
methylpheophorbide a

Conditions

Conditions	Yield
In methanol; diethyl ether at 0℃; for 0.25h;	95%

: 67-56-1
methanol

: 15664-29-6
pheophorbide-a

: 5594-30-9, 64070-09-3, 138812-88-1
methylpheophorbide a

Conditions

Conditions	Yield
With pyridine; chloroformic acid ethyl ester In tetrahydrofuran for 0.166667h;	88%
With hydrogenchloride
With chlorophyllase-substance
With sulfuric acid

: 15664-29-6
pheophorbide-a

: 24533-72-0
pyropheophorbide a

Conditions

Conditions	Yield
In 2,4,6-trimethyl-pyridine for 0.666667h; Reflux;	85%
With pyridine for 5h; Heating;	78%
With biphenyl

: 67-56-1
methanol

: 2389-48-2
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride

: 15664-29-6
pheophorbide-a

: C48H62N6O9

Conditions

Conditions	Yield
Stage #1: pheophorbide-a With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 0.5h; Stage #2: N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride In N,N-dimethyl-formamide for 1h; Stage #3: methanol With sodium methylate for 8h;	85%

...Expand

: 15664-29-6
pheophorbide-a

: pheophorbide a hydrazide

Conditions

Conditions	Yield
Stage #1: pheophorbide-a With 1-hydroxy-pyrrolidine-2,5-dione; 1,2-dichloro-ethane In dichloromethane at 20℃; for 0.5h; Stage #2: With hydrazine In dichloromethane at 20℃; for 4h;	83%

: 107-21-1
ethylene glycol

: 15664-29-6
pheophorbide-a

: 61774-49-0
phoephorbide a ethylene glycol monoester

Conditions

Conditions	Yield
With pyridine; isobutyl chloroformate In tetrahydrofuran for 0.25h;	72%

: 3-[(4Z,10Z,15Z,19Z)-(2S,3S)-18-(3-Amino-propylcarbamoyl)-13-ethyl-20-methoxycarbonylmethyl-3,7,12,17-tetramethyl-8-vinyl-2,3,22,24-tetrahydro-porphin-2-yl]-propionic acid methyl ester

: 15664-29-6
pheophorbide-a

: 137445-88-6
C74H82N10O9

Conditions

Conditions	Yield
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide	67%

: 107-15-3
ethylenediamine

: 15664-29-6
pheophorbide-a

: C72H76N10O8

Conditions

Conditions	Yield
Stage #1: pheophorbide-a With pyridine; dichloromethane; di-tert-butyl dicarbonate at 0℃; for 0.5h; Stage #2: ethylenediamine In dichloromethane at 20℃; for 2h;	67%

: 15664-29-6
pheophorbide-a

: 4064-06-6
1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: C47H54N4O10

Conditions

Conditions	Yield
With dmap; 2-chloro-1-methyl-pyridinium iodide In dichloromethane for 3h; Reflux;	60%

: 15664-29-6
pheophorbide-a

: 20-chloropheophorbide a

Conditions

Conditions	Yield
With N-chloro-succinimide In dichloromethane Inert atmosphere;	57%

: 33069-62-4
taxol

: 15664-29-6
pheophorbide-a

: pheophorbide-α-paclitaxel

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 4h;	54%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 4h;	54%

: 25316-40-9
doxorubicin hydrochloride

: 15664-29-6
pheophorbide-a

: pheophorbide-α-doxorubicin

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 4h;	53%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 4h;	53%

: 61774-49-0
phoephorbide a ethylene glycol monoester

: 15664-29-6
pheophorbide-a

: 73197-83-8
bis(pheophorbide a)ethylene glycol diester

Conditions

Conditions	Yield
With dmap; 1-methanesulfonyloxy-1,2,3-benzotriazole In dichloromethane for 2.16667h;	47%

: 2-(hydroxymethyl)-6-exo-(1,7,7-trimethylbicyclo[2.2.1]-hept-2-yl)phenol

: 15664-29-6
pheophorbide-a

: pheophorbide a 17-(2-hydroxy-3-(exo-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)benzyl)-benzyl ester

Conditions

Conditions	Yield
Stage #1: pheophorbide-a With thionyl chloride Stage #2: 2-(hydroxymethyl)-6-exo-(1,7,7-trimethylbicyclo[2.2.1]-hept-2-yl)phenol With triethylamine In dichloromethane at 25℃; for 8h;	46%

: chlorin e6 13-N-(2-aminoethyl)amide-15,17-dimethyl ester

: 15664-29-6
pheophorbide-a

: 15,17-dimethyl ester of e6-chlorinyl-13-N-[2-(N-17(3)-pheophorbidyl)aminoethyl]amide

Conditions

Conditions	Yield
Stage #1: pheophorbide-a With pyridine; di-tert-butyl dicarbonate In dichloromethane at 0℃; for 0.25h; Stage #2: chlorin e6 13-N-(2-aminoethyl)amide-15,17-dimethyl ester With pyridine In dichloromethane at 20℃; for 1h;	44%

: 15664-29-6
pheophorbide-a

A: 34705-25-4
132-(methoxycarbonyl)phytoporphyrin

B: 127594-32-5
132-(methoxycarbonyl)-31-oxophytoporphyrin

Conditions

Conditions	Yield
With air; hydrogen iodide In acetic acid for 5h; Ambient temperature;	A n/a B 40%

: 623-04-1
4-aminobenzenemethanol

: 15664-29-6
pheophorbide-a

: C42H43N5O5

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 4h;	38%

: 623-04-1
4-aminobenzenemethanol

: 15664-29-6
pheophorbide-a

: pheophorbide-α-4-aminobenzyl alcohol

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 4h;	38%

: 15664-29-6
pheophorbide-a

: 25465-77-4
purpurin 18

Conditions

Conditions	Yield
With oxygen; potassium hydroxide In diethyl ether; isopropyl alcohol for 12h;	34.4%
With 1,4-dioxane; propan-1-ol; potassium hydroxide weiteres Reagens: Aether; weitere Angaben: Erwaermen des Reaktionsprodukts in Dioxan;
With potassium hydroxide; oxygen In methanol

: 15664-29-6
pheophorbide-a

: sphingosine-1-phosphocholine

: C58H83N6O9P

Conditions

Conditions	Yield
Stage #1: pheophorbide-a With HATU In N,N-dimethyl-formamide at 20℃; for 1h; Darkness; Inert atmosphere; Stage #2: sphingosine-1-phosphocholine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 24h; Darkness; Inert atmosphere;	30%

: 59044-96-1, 93079-64-2, 120575-75-9, 30854-63-8
2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosylamine

: 15664-29-6
pheophorbide-a

: C61H71N5O21

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In dichloromethane at 20℃; for 4h;	30%

: 15664-29-6
pheophorbide-a

: 4064-06-6
1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: C58H70N4O15

Conditions

Conditions	Yield
With dmap; 2-chloro-1-methyl-pyridinium iodide In toluene for 3h; Reflux;	30%

: 15664-29-6
pheophorbide-a

: (17S,18R)-174,18-lactonopheophorbide a

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In chloroform at 20℃; for 0.5h;	28.3%

: 41355-50-4, 51642-81-0, 70128-27-7, 70145-20-9, 94482-21-0, 98300-76-6, 58484-22-3
2,3,4,6-tetra-O-acetyl-β-D-galactopyranosylamine

: 15664-29-6
pheophorbide-a

: C49H55N5O13

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In dichloromethane at 20℃; for 4h;	28%

: C36H35NO13

: 15664-29-6
pheophorbide-a

: C71H69N5O17

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 20℃;	24%

: 1338699-28-7
C36H35NO13

: 15664-29-6
pheophorbide-a

: pheophorbide-α-2-hydroxycinnamic acid-doxorubicin

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 20℃;	24%

: 15664-29-6
pheophorbide-a

: 20-bromopheophorbide a

Conditions

Conditions	Yield
With N-Bromosuccinimide In dichloromethane Inert atmosphere;	10%

Pheophorbide A Specification

The Pheophorbide A with the cas number 15664-29-6 is also called 3-Phorbinepropanoicacid, 9-ethenyl-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-,(3S,4S,21R)-. Its EINECS registry number is 239-738-5. The molecular formula is C₃₅H₃₆N₄O₅. This chemical belongs to the following product categories: (1)Natural Porphyrins and Derivitives; (2)Porphyrins. It is split product of chlorophyll obtained by saponification of pheophytin.

The properties of the chemical are: (1)ACD/LogP: 3.71; (2)# of Rule of 5 Violations: 1 ; (3)#H bond acceptors: 9; (4)#H bond donors: 3; (5)#Freely Rotating Bonds: 7; (6)Polar Surface Area: 138.03Å²; (7)Index of Refraction: 1.63; (8)Molar Refractivity: 164.457 cm³; (9)Molar Volume: 462.172 cm³; (10)Polarizability: 65.196×10^-24cm³; (11)Surface Tension: 57.972 dyne/cm; (12)Enthalpy of Vaporization: 155.903 kJ/mol; (13)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: OC(=O)CC[C@@H]6c1nc(cc5nc(cc4nc(cc3nc2c(C(=O)[C@H](C(=O)OC)c12)c3C)C(\CC)=C4\C)c(c5C)\C=C)[C@H]6C
(2)InChI: InChI=1/C35H36N4O5/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22/h8,12-14,17,21,31,36,39H,1,9-11H2,2-7H3,(H,40,41)/b22-12-,23-13-,24-12-,25-14-,26-13-,27-14-,32-30-/t17-,21-,31+/m0/s1
(3)InChIKey: NSFSLUUZQIAOOX-QEWKCGBTBX

Product Name

Pheophorbide A

Synthetic route

Pheophorbide A Specification

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