ChemicalBook--->CAS DataBase List--->80994-59-8

80994-59-8

80994-59-8 Structure

80994-59-8 Structure
IdentificationBack Directory
[Name]

4-(Borono-10B)-L-phenylalanine
[CAS]

80994-59-8
[Synonyms]

80994-59-8
Borofalan (10B)
Boronophenylalanine B-10
Acetylcysteine Impurity 35
L-4-[10B]Boronophenylalanine
L-Phenylalanine,4-(borono-10B)
10BenrichedL-4-boronophenylalanine,GMPBPA
[Molecular Formula]

C9H12BNO4
[MDL Number]

MFCD02683190
[MOL File]

80994-59-8.mol
[Molecular Weight]

208.21
Chemical PropertiesBack Directory
[Melting point ]

285-298 °C (decomp)(Solv: water (7732-18-5))
[density ]

1.347±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMSO: Insoluble;Ethanol: Insoluble
[form ]

Solid
[color ]

White to off-white
[Water Solubility ]

Water: Insoluble
[InChI]

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
[InChIKey]

NFIVJOSXJDORSP-ULMHTEDTSA-N
[SMILES]

C(C1C=CC(=CC=1)[10B](O)O)[C@H](N)C(=O)O
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H335-H319-H315
[Precautionary statements ]

P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Hazard InformationBack Directory
[Description]

Boronophenylalanine B-10 is a boronophenylalanine and boron (boron-10) carrier for boron neutron capture therapy (BNCT) with potential anti-tumour activity. Upon administration, boron flange (10B) is mainly taken up by tumour cells. When irradiated with neutrons, boron flange (10B) absorbs neutrons and self-destructs, releasing short-range alpha radiation and "recoil" lithium in the tumour cells, leading to alpha radiation-induced tumour cell death. This highly selective local radio-targeting of tumour cells spares adjacent normal tissue.
[Uses]

Borofalan (10B) should be used in combination with BNCT for the treatment of patients with unresectable, locally advanced or locally recurrent head and neck cancer.
[Synthesis]

The starting material for the synthesis of Borofalan (10B) starts with (S)-N-Boc-4-iodophenylalanine (compound 230), which is easily obtained by Boc protection of (S)-4-iodophenylalanine (compound 229). Next, borylation is performed via a metal-halogen exchange reaction. After borylation, the reaction is quenched using tributyl borate. Finally, a Boc deprotection step is performed to obtain the final Borofalan (10B).
Boronophenylalanine B-10 synthesis
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

10BenrichedL-4-boronophenylalanine,GMPBPA(80994-59-8)1HNMR
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