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Details

Stereochemistry ABSOLUTE
Molecular Formula C9H12BNO4
Molecular Weight 209.007
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BORONOPHENYLALANINE

SMILES

N[C@@H](CC1=CC=C(C=C1)B(O)O)C(O)=O

InChI

InChIKey=NFIVJOSXJDORSP-QMMMGPOBSA-N
InChI=1S/C9H12BNO4/c11-8(9(12)13)5-6-1-3-7(4-2-6)10(14)15/h1-4,8,14-15H,5,11H2,(H,12,13)/t8-/m0/s1

HIDE SMILES / InChI

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Cell cycle dependence of boron uptake from two boron compounds used for clinical neutron capture therapy.
2002 Dec 10
Improved treatment planning for boron neutron capture therapy for glioblastoma multiforme using fluorine-18 labeled boronophenylalanine and positron emission tomography.
2002 Oct
Mutagenic effect of borocaptate sodium and boronophenylalanine in neutron capture therapy.
2002 Oct 1
Prognostic and therapeutic indicator of fluoroboronophenylalanine positron emission tomography in patients with gliomas.
2003 Dec 1
Biodistribution of a carborane-containing porphyrin as a targeting agent for Boron Neutron Capture Therapy of oral cancer in the hamster cheek pouch.
2003 Mar
Boron neutron capture therapy of brain tumors: clinical trials at the finnish facility using boronophenylalanine.
2003 Mar-Apr
A critical assessment of boron neutron capture therapy: an overview.
2003 Mar-Apr
The early successful treatment of glioblastoma patients with modified boron neutron capture therapy. Report of two cases.
2003 Nov
Synchrotron radiation-based experimental determination of the optimal energy for cell radiotoxicity enhancement following photoelectric effect on stable iodinated compounds.
2004 Aug 2
Accumulation of boron in human malignant glioma cells in vitro is cell type dependent.
2004 Jul
Delivery of (10)boron to oral squamous cell carcinoma using boronophenylalanine and borocaptate sodium for boron neutron capture therapy.
2004 May
Effectiveness of BNCT for recurrent head and neck malignancies.
2004 Nov
Boronated epidermal growth factor as a delivery agent for neutron capture therapy of EGF receptor positive gliomas.
2004 Nov
Radiobiology of BNCT mediated by GB-10 and GB-10+BPA in experimental oral cancer.
2004 Nov
The effect of dexamethasone on the uptake of p-boronophenylalanine in the rat brain and intracranial 9L gliosarcoma.
2004 Nov
Neutron capture therapy of epidermal growth factor (+) gliomas using boronated cetuximab (IMC-C225) as a delivery agent.
2004 Nov
MicroPET-based pharmacokinetic analysis of the radiolabeled boron compound [18F]FBPA-F in rats with F98 glioma.
2004 Nov
Boron-containing nucleosides as potential delivery agents for neutron capture therapy of brain tumors.
2004 Sep 1
Modified boron neutron capture therapy for malignant gliomas performed using epithermal neutron and two boron compounds with different accumulation mechanisms: an efficacy study based on findings on neuroimages.
2005 Dec
Optimized 1H MRS and MRSI methods for the in vivo detection of boronophenylalanine.
2005 May
Therapeutic success of boron neutron capture therapy (BNCT) mediated by a chemically non-selective boron agent in an experimental model of oral cancer: a new paradigm in BNCT radiobiology.
2006 Aug
Impact of intra-arterial administration of boron compounds on dose-volume histograms in boron neutron capture therapy for recurrent head-and-neck tumors.
2006 Dec 1
Capillary electrophoresis-electrospray mass spectrometry and HR-ICP-MS for the detection and quantification of 10B-boronophenylalanine (10B-BPA) used in boron neutron capture therapy.
2006 Feb
Molecular targeting and treatment of EGFRvIII-positive gliomas using boronated monoclonal antibody L8A4.
2006 Jun 15
Early effects of boron neutron capture therapy on rat glioma models.
2007
Molecular targeting and treatment of an epidermal growth factor receptor-positive glioma using boronated cetuximab.
2007 Feb 15
Therapeutic effect of boron neutron capture therapy (BNCT) on field cancerized tissue: inhibition of DNA synthesis and lag in the development of second primary tumors in precancerous tissue around treated tumors in DMBA-induced carcinogenesis in the hamster cheek pouch oral cancer model.
2007 Mar
Effect of Boron Neutron Capture Therapy (BNCT) on normal liver regeneration: towards a novel therapy for liver metastases.
2007 Oct
Application of drug delivery system to boron neutron capture therapy for cancer.
2008 Apr
Comments to article: Henriksson R et al., Boron neutron capture therapy (BNCT) for glioblastoma multiforme: a phase II study evaluating a prolonged high-dose of boronophenylalanine (BPA) Radiother Oncol (2008).
2008 Aug
Boron neutron capture therapy (BNCT) for glioblastoma multiforme: a phase II study evaluating a prolonged high-dose of boronophenylalanine (BPA).
2008 Aug
An international dosimetry exchange for BNCT part II: computational dosimetry normalizations.
2008 Dec
Convection enhanced delivery of boronated EGF as a molecular targeting agent for neutron capture therapy of brain tumors.
2009 Dec
Role of p53 mutation in the effect of boron neutron capture therapy on oral squamous cell carcinoma.
2009 Dec 11
Boron neutron capture therapy for newly diagnosed glioblastoma.
2009 Jan
Boron neutron capture therapy of EGFR or EGFRvIII positive gliomas using either boronated monoclonal antibodies or epidermal growth factor as molecular targeting agents.
2009 Jul
Boron neutron capture therapy at the crossroads: challenges and opportunities.
2009 Jul
Synthesis and evaluation of a novel liposome containing BPA-peptide conjugate for BNCT.
2009 Jul
In vitro neutron irradiation of glioma and endothelial cultured cells.
2009 Jul
Calculations of dose distributions in the lungs of a rat model irradiated in the thermal column of the TRIGA reactor in Pavia.
2009 Jul
Selective uptake of p-boronophenylalanine by osteosarcoma cells for boron neutron capture therapy.
2009 Jul
Feasibility of boron neutron capture therapy for malignant spinal tumors.
2009 Jul
Boron neutron capture therapy (BNCT) inhibits tumor development from precancerous tissue: an experimental study that supports a potential new application of BNCT.
2009 Jul
Boronophenylalanine uptake in C6 glioma model is dramatically increased by L-DOPA preloading.
2009 Jul
Planned fractionated boron neutron capture therapy using epithermal neutrons for a patient with recurrent squamous cell carcinoma in the temporal bone: a case report.
2009 Mar
Insight into the mechanisms underlying tumor response to boron neutron capture therapy in the hamster cheek pouch oral cancer model.
2009 May
Metabolically stable bradykinin B2 receptor agonists enhance transvascular drug delivery into malignant brain tumors by increasing drug half-life.
2009 May 13
Aryl boronic acid inhibition of synthetic melanin polymerization.
2010 Aug 1
Boron neutron capture therapy induces apoptosis of glioma cells through Bcl-2/Bax.
2010 Dec 2
Early effect of boron neutron capture therapy mediated by boronophenylalanine (BPA-BNCT) on mast cells in premalignant tissue and tumors of the hamster cheek pouch.
2010 May
Patents
Name Type Language
BORONOPHENYLALANINE
Systematic Name English
L-BPA
Common Name English
4-BORONO-L-PHENYLALANINE
Systematic Name English
BOROFALAN
Common Name English
L-PHENYLALANINE, 4-BORONO-
Systematic Name English
L-P-BORONOPHENYLALANINE
Common Name English
Code System Code Type Description
CAS
76410-58-7
Created by admin on Sat Dec 16 01:06:17 GMT 2023 , Edited by admin on Sat Dec 16 01:06:17 GMT 2023
PRIMARY
PUBCHEM
150315
Created by admin on Sat Dec 16 01:06:17 GMT 2023 , Edited by admin on Sat Dec 16 01:06:17 GMT 2023
PRIMARY
EVMPD
SUB33568
Created by admin on Sat Dec 16 01:06:17 GMT 2023 , Edited by admin on Sat Dec 16 01:06:17 GMT 2023
PRIMARY
FDA UNII
JSM63LV5MD
Created by admin on Sat Dec 16 01:06:17 GMT 2023 , Edited by admin on Sat Dec 16 01:06:17 GMT 2023
PRIMARY
EPA CompTox
DTXSID70227242
Created by admin on Sat Dec 16 01:06:17 GMT 2023 , Edited by admin on Sat Dec 16 01:06:17 GMT 2023
PRIMARY
SMS_ID
100000127519
Created by admin on Sat Dec 16 01:06:17 GMT 2023 , Edited by admin on Sat Dec 16 01:06:17 GMT 2023
PRIMARY