| Identification | Back 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 Properties | Back 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 |
| Hazard Information | Back 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).
| [storage]
Store at -20°C |
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