BOROFALAN B-10

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C9H12BNO4
Molecular Weight	208.2088
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=NFIVJOSXJDORSP-ULMHTEDTSA-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/i10-1

HIDE SMILES / InChI

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25580517 | https://www.tandfonline.com/doi/pdf/10.1271/bbb.57.1940 | https://www.ncbi.nlm.nih.gov/pubmed/9457896

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

Title	Date	PubMed
Boronophenylalanine, a boron delivery agent for boron neutron capture therapy, is transported by ATB0,+, LAT1 and LAT2.	2015-03	25580517
Biodistribution of boronophenylalanine in patients with glioblastoma multiforme: boron concentration correlates with tumor cellularity.	1998-02	9457896

Sample Use Guides

In Vivo Use Guide

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 `Wed Apr 02 08:41:12 GMT 2025` Edited by `admin` on `Wed Apr 02 08:41:12 GMT 2025`
Record UNII	963AI80S1B
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BOROFALAN (10B)

Preferred Name

English

BOROFALAN B-10

Common Name

English

Borofalan (10B) [WHO-DD]

Common Name

English

SPM011

Code

English

BORONOPHENYLALANINE B-10

Common Name

English

4-(BORONO-10B)-L-PHENYLALANINE

Common Name

English

L-p BORONPHENYLALANINE BORON-10

Common Name

English

L-4-(10B)BORONOPHENYLALANINE

Common Name

English

L-(P-(10B)BORONOPHENYL)ALANINE

Common Name

English

SPM-011

Code

English

L-PHENYLALANINE, 4-(BORONO-10B)-

Common Name

English

borofalan (¹?B) [INN]

Common Name

English

P-(10B)BORONO-L-PHENYLALANINE

Common Name

English

(10B)-4-BORONO-L-PHENYLALANINE

Common Name

English

BOROFALAN (10B) [JAN]

Common Name

English

Code System Code Type Description

PUBCHEM

25033700