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Details

Stereochemistry ABSOLUTE
Molecular Formula C9H12BNO4.ClH
Molecular Weight 244.67
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BOROFALAN B-10 HYDROCHLORIDE

SMILES

Cl.N[C@@H](CC1=CC=C(C=C1)[10B](O)O)C(O)=O

InChI

InChIKey=ITAYDCRFNXQNBL-VBXWDGFZSA-N
InChI=1S/C9H12BNO4.ClH/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);1H/t8-;/m0./s1/i10-1;

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C9H12BNO4
Molecular Weight 208.2088
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Boronophenylalanine B-10 (also known as BPA), a boron delivery agent, is used in boron-neutron capture therapy (BNCT) for metastatic melanomas and other tumors. BNCT is a therapeutic modality for malignant tumors using the nuclear capture and fission reactions that occur when boron-10 (10B) is irradiated with neutron beams. This reaction, in theory, only kills 10B-containing cells because the destructive effect of the alpha particles and lithium nuclei, which are produced by the reaction, is limited to the immediate vicinity of the reaction, approximately one cell diameter. Boronophenylalanine is localized to cells through transporter-mediated mechanisms. Aromatic amino acid transporters, ATB0,+, as well as LAT1 contribute significantly to the tumor accumulation of BPA at clinical dose.

Approval Year

PubMed

PubMed

TitleDatePubMed
Biodistribution of boronophenylalanine in patients with glioblastoma multiforme: boron concentration correlates with tumor cellularity.
1998 Feb
Boronophenylalanine, a boron delivery agent for boron neutron capture therapy, is transported by ATB0,+, LAT1 and LAT2.
2015 Mar

Sample Use Guides

Boron-10 (10B) concentrations were measured in 107 surgical samples from 15 patients with glioblastoma multiforme who were infused with 95 atom% 10B-enriched p-boronophenylalanine (BPA) intravenously for 2 h just prior to surgery at doses ranging from 98 to 290 mg BPA/kg body weight.
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:06:16 GMT 2023
Edited
by admin
on Sat Dec 16 01:06:16 GMT 2023
Record UNII
6ZKA76PC4H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BOROFALAN B-10 HYDROCHLORIDE
Common Name English
L-PHENYLALANINE, 4-(BORONO-10B)-, HYDROCHLORIDE
Common Name English
BORONOPHENYLALANINE B-10 HYDROCHLORIDE
Common Name English
Code System Code Type Description
CAS
74611-70-4
Created by admin on Sat Dec 16 01:06:16 GMT 2023 , Edited by admin on Sat Dec 16 01:06:16 GMT 2023
PRIMARY
EPA CompTox
DTXSID40225598
Created by admin on Sat Dec 16 01:06:16 GMT 2023 , Edited by admin on Sat Dec 16 01:06:16 GMT 2023
PRIMARY
PUBCHEM
71587272
Created by admin on Sat Dec 16 01:06:16 GMT 2023 , Edited by admin on Sat Dec 16 01:06:16 GMT 2023
PRIMARY
FDA UNII
6ZKA76PC4H
Created by admin on Sat Dec 16 01:06:16 GMT 2023 , Edited by admin on Sat Dec 16 01:06:16 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE