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Details

Stereochemistry EPIMERIC
Molecular Formula C39H48N4O4
Molecular Weight 636.8228
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-(1-HEXYLOXYETHYL)-2-DEVINYLPYROPHEOPHORBIDE A

SMILES

CCCCCCOC(C)C1=C2NC(C=C3N=C([C@@H](CCC(O)=O)[C@@H]3C)C4=C5NC(=CC6=NC(=C2)C(C)=C6CC)C(C)=C5C(=O)C4)=C1C

InChI

InChIKey=PVXGCBZIVFCMJK-NMWXTPPCSA-N
InChI=1S/C39H48N4O4/c1-8-10-11-12-15-47-24(7)36-22(5)30-17-29-21(4)26(13-14-35(45)46)38(42-29)27-16-34(44)37-23(6)31(43-39(27)37)18-32-25(9-2)20(3)28(40-32)19-33(36)41-30/h17-19,21,24,26,41,43H,8-16H2,1-7H3,(H,45,46)/b28-19-,29-17-,30-17-,31-18-,32-18-,33-19-,38-27-/t21-,24?,26-/m0/s1

HIDE SMILES / InChI
2-(1-Hexyloxyethyl)-2-devinyl pyropheophorbide-a (HPPH), a chlorin-based photosensitize, is used in photodynamic therapy. It has been shown the therapeutic potential of HPPH in phase II clinical trials for the treatment of esophageal cancer. Besides, HPPH participated in clinical trials in treating patients with advanced non-small cell lung cancer that blocks the air passages. However, these studies were terminated.

Approval Year

PubMed

PubMed

TitleDatePubMed
Stable expression of a human liver UDP-glucuronosyltransferase (UGT2B15) with activity toward steroid and xenobiotic substrates.
1994 Sep-Oct
Stereoselective determination of p-hydroxyphenyl-phenylhydantoin enantiomers in rat liver microsomal incubates by reversed-phase high-performance liquid chromatography using beta-cyclodextrin as chiral mobile phase additives.
2001 Apr
Inhibition of phenytoin hydroxylation in human liver microsomes by several selective serotonin re-uptake inhibitors.
2001 Apr
Effect of mild therapeutic hypothermia on phenytoin pharmacokinetics.
2001 Jun
Effects of cysteine on the pharmacokinetics of intravenous phenytoin in rats with protein-calorie malnutrition.
2001 Oct 23
Analytic performance evaluation of a new turbidimetric immunoassay for phenytoin on the ADVIA 1650 analyzer: effect of phenytoin metabolite and analogue.
2005 Jun
Paradoxical urinary phenytoin metabolite (S)/(R) ratios in CYP2C19*1/*2 patients.
2006 Sep
High-performance liquid chromatographic method for determination of phenytoin in rabbits receiving sildenafil.
2008 Apr 18
Phenytoin metabolite renal calculus: an index case.
2008 Aug
CYP2C9 amino acid residues influencing phenytoin turnover and metabolite regio- and stereochemistry.
2009 Jun
Determination of phenytoin and its major metabolite in human serum by MEKC.
2009 Nov-Dec
Suppression of LPS-induced matrix-metalloproteinase responses in macrophages exposed to phenytoin and its metabolite, 5-(p-hydroxyphenyl-), 5-phenylhydantoin.
2010 Sep 15
Patents
Name Type Language
2-(1-HEXYLOXYETHYL)-2-DEVINYLPYROPHEOPHORBIDE A
Common Name English
2-(1-HEXYLOXYETHYL)-2-DEVINYLPYROPHEOPHORBIDE-A
Common Name English
PHOTOCHLOR
Brand Name English
3-PHORBINEPROPANOIC ACID, 14-ETHYL-9-(1-(HEXYLOXY)ETHYL)-4,8,13,18-TETRAMETHYL-20-OXO-, (3S,4S)-
Common Name English
HPPH
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 640418
Created by admin on Fri Dec 15 15:55:07 UTC 2023 , Edited by admin on Fri Dec 15 15:55:07 UTC 2023
NCI_THESAURUS C1420
Created by admin on Fri Dec 15 15:55:07 UTC 2023 , Edited by admin on Fri Dec 15 15:55:07 UTC 2023
Code System Code Type Description
CAS
149402-51-7
Created by admin on Fri Dec 15 15:55:07 UTC 2023 , Edited by admin on Fri Dec 15 15:55:07 UTC 2023
PRIMARY
EPA CompTox
DTXSID501028872
Created by admin on Fri Dec 15 15:55:07 UTC 2023 , Edited by admin on Fri Dec 15 15:55:07 UTC 2023
PRIMARY
FDA UNII
DOB7Y3RSX0
Created by admin on Fri Dec 15 15:55:07 UTC 2023 , Edited by admin on Fri Dec 15 15:55:07 UTC 2023
PRIMARY
DRUG BANK
DB15243
Created by admin on Fri Dec 15 15:55:07 UTC 2023 , Edited by admin on Fri Dec 15 15:55:07 UTC 2023
PRIMARY
WIKIPEDIA
2-(1-Hexyloxyethyl)-2-devinyl pyropheophorbide-a
Created by admin on Fri Dec 15 15:55:07 UTC 2023 , Edited by admin on Fri Dec 15 15:55:07 UTC 2023
PRIMARY
NCI_THESAURUS
C2636
Created by admin on Fri Dec 15 15:55:07 UTC 2023 , Edited by admin on Fri Dec 15 15:55:07 UTC 2023
PRIMARY