p-Boronophenylalanine (HCID 53503)

Overview

p-Boronophenylalanine is under investigation in clinical trial NCT00039572 (Boron Neutron Capture Therapy in Treating Patients With Glioblastoma Multiforme or Melanoma Metastatic to the Brain).

Names & identifiers

Preferred name: p-Boronophenylalanine
IUPAC: 2-amino-3-(4-boronophenyl)propanoic acid
English name: 4-BORONO-L-PHENYLALANINE
Molecular formula: C9H12BNO4
Molecular weight: 209.01

Names & synonyms

90580-64-6p-BoronophenylalanineAlanine, 3-(p-boronophenyl)-RefChem:1692884-Borono-DL-phenylalanine2-amino-3-(4-boronophenyl)propanoic acidMFCD01863704Boronophenylalanine, DL-UID84303EL4-Borono-D,L-phenylalanine4-BORONO-PHENYLALANINECHEMBL298071

Show more names

4-boronophenylalanineL-p-Boronophenylalanine4-dihydroxyboryl-l-phenylalanine4-L-BPAEOS-61315L-PHE[B(OH)2]H-S-PHE(4-B(OH)2)-OHLisinopril Impurity 264-BORONO-L-PHENYLALANIN4-BORONO-L-PHENYLALANINE

2-amino-3-[4-(dihydroxyboryl)phenyl]propanoic acidPhenylalanine, 4-borono-3-(p-Boronophenyl)alanineUNII-UID84303ELPhenylalani4-Dihydroxyboryl-DL-phenylalanineDL-boronophenylalanineBOROFALAN, DL-

Database identifiers

CAS: 76410-58-7、90580-64-6
PubChem CID: 53503
DTXSID: DTXSID701379223
ChEMBL: CHEMBL298071
UNII: UID84303EL
EC Number: 807-298-9
Nikkaji: J1.127.043C

Properties

Computed structural properties

Topological polar surface area: 104 Å²
Hydrogen bond donors: 4
Hydrogen bond acceptors: 5
Rotatable bonds: 4
Heavy atoms: 15
Formal charge: 0
Complexity: 216

Physicochemical properties

Melting point: 285 · 285-293℃ (dec.)
Boiling point: 449.3 · 449.3±55.0 °C(Predicted)
Density: 1.34 · 1.34±0.1 g/cm3 (20 ºC 760 Torr)
storage temp.: 2 · Inert atmosphere,2-8°C
solubility: Aqueous Acid (Slightly)
pka: 2.2 · 2.20±0.10(Predicted)
form: Powder
color: White to off-white
BRN: 4458616 · 4458616
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
InChIKey: NFIVJOSXJDORSP-QMMMGPOBSA-N
SMILES: C(O)(=O)[C@H](CC1=CC=C(B(O)O)C=C1)N
CAS DataBase Reference: 76410 · 76410-58-7(CAS DataBase Reference)
FDA UNII: 63 LV5MD · JSM63LV5MD
UNSPSC Code: 12352209 · 12352209
NACRES: 21 · NA.21
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36-37/39
WGK Germany: 3 · 3
F: 1 · 1-10
HazardClass: IRRITANT
HS Code: 29310099 · 29310099
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

F: 1-10
PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29310099
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36-37/39
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationDrugs used to potentiate the effectiveness of radiation therapy in destroying unwanted cells.

Applications · 1 item

Uses4-Borono-L-phenylalanine is an unnatural derivative of L-Phenylalanine (P319415). a nonpolar, essential amino acid that naturally occurs in the human body and is also used to treat patients with depression. 4-Borono-L-phenylalanine is also being used as a mediator in sequential boron neutron capture therapy, a new method of treating oral cancer.

Upstream & downstream products

Upstream raw materials

L-Phenylalanine, 4-borono-N,N-bis(phenylmethyl)-, α-(phenylmethyl) ester (9CI)L-Phenylalanine, 4-borono-N-[(phenylmethoxy)carbonyl]- (9CI)Cbz-4-Iodo-L-Phenylalanine (S)-Benzyl 2-(benzyloxycarbonylamino)-3-(4-(trifluoromethylsulfonyloxy)phenyl)propanoate (S)-3-(4-boronophenyl)-2-((tert-butoxycarbonyl)amino)propanoicacid Z-TYR-OBZL (S)-4-(3-(Benzyloxy)-2-(benzyloxycarbonylamino)-3-oxopropyl)phenylboronic acid Water Hydrochloric acid Hydrogen

Suppliers50 total

郑州阿尔法化工有限公司+86-18530059196 · [email protected]

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]

Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]

湖北万得化工有限公司15377098680 15377098680 · [email protected]

成都超九八生物科技有限公司13348960310 13348960310 · [email protected]

Related reactions

16 records

New reaction record

HRID 94625As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

HRID 137850As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)

HRID 140184As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)

HRID 283477As reactantTraining data from https://doi.org/10.1039/C8SC04228D (8/10)

HRID 702181As reactantTraining data from https://doi.org/10.1039/C8SC04228D (3/10)

HRID 819184As reactantTest data from https://doi.org/10.1039/C8SC04228D

HRID 936523As reactantValidation data from https://doi.org/10.1039/C8SC04228D

HRID 1120108As reactantTraining data from https://doi.org/10.1039/C8SC04228D (7/10)

Linked notes

Loading…

Basic information