L-Phenylalanine amide hydrochloride
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L-Phenylalanine amide hydrochloride

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Category
L-Amino Acids
Catalog number
BAT-004018
CAS number
65864-22-4
Molecular Formula
C9H12N2O·HCl
Molecular Weight
200.70
L-Phenylalanine amide hydrochloride
IUPAC Name
(2S)-2-amino-3-phenylpropanamide;hydrochloride
Synonyms
L-Phe-NH2 HCl; L-Phenylalaninamide Hydrochloride; (2S)-2-amino-3-phenylpropanamide hydrochloride
Appearance
White powder
Purity
≥ 99% (HPLC)
Melting Point
231-236 °C
Boiling Point
356.9 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C9H12N2O.ClH/c10-8(9(11)12)6-7-4-2-1-3-5-7;/h1-5,8H,6,10H2,(H2,11,12);1H/t8-;/m0./s1
InChI Key
KLHLGTPNBQXSJT-QRPNPIFTSA-N
Canonical SMILES
C1=CC=C(C=C1)CC(C(=O)N)N.Cl
1.The hydrochloride and hydrobromide salt forms of (S)-amphetamine.
Dennany L1, Kennedy AR1, Walker B1. Acta Crystallogr C Struct Chem. 2015 Oct;71(Pt 10):844-9. doi: 10.1107/S2053229615015867. Epub 2015 Sep 18.
Despite the high profile of amphetamine, there have been relatively few structural studies of its salt forms. The lack of any halide salt forms is surprising as the typical synthetic route for amphetamine initially produces the chloride salt. (S)-Amphetamine hydrochloride [systematic name: (2S)-1-phenylpropan-2-aminium chloride], C9H14N(+)·Cl(-), has a Z' = 6 structure with six independent cation-anion pairs. That these are indeed crystallographically independent is supported by different packing orientations of the cations and by the observation of a wide range of cation conformations generated by rotation about the phenyl-CH2 bond. The supramolecular contacts about the anions also differ, such that both a wide variation in the geometry of the three N-H...Cl hydrogen bonds formed by each chloride anion and differences in C-H...Cl contacts are apparent. (S)-Amphetamine hydrobromide [systematic name: (2S)-1-phenylpropan-2-aminium bromide], C9H14N(+)·Br(-), is broadly similar to the hydrochloride in terms of cation conformation, the existence of three N-H.
2.ROR1-targeted delivery of OSU-2S, a nonimmunosuppressive FTY720 derivative, exerts potent cytotoxicity in mantle-cell lymphoma in vitro and in vivo.
Mani R1, Chiang CL2, Frissora FW3, Yan R4, Mo X5, Baskar S6, Rader C7, Klisovic R8, Phelps MA9, Chen CS10, Lee RJ11, Byrd JC12, Baiocchi R1, Lee LJ13, Muthusamy N14. Exp Hematol. 2015 Sep;43(9):770-4.e2. doi: 10.1016/j.exphem.2015.04.008. Epub 2015 Apr 29.
Mantle-cell lymphoma (MCL) remains incurable despite numerous therapeutic advances. OSU-2S, a novel nonimmunosuppressive FTY720 (Fingolimod) derivative, exhibits potent cytotoxicity in MCL cell lines and primary cells. OSU-2S increased the surface expression of CD74, a therapeutic antibody target in MCL cells. OSU-2S, in combination with anti-CD74 antibody milatuzumab, enhanced cytotoxicity in MCL. Moreover, MCL tumor antigen receptor tyrosine kinase-like orphan receptor 1 (ROR1) targeted immunonanoparticle-carrying OSU-2S (2A2-OSU-2S-ILP)-mediated selective cytotoxicity of MCL in vitro, as well as activity in a xenografted mouse model of MCL in vivo. The newly developed OSU-2S delivery using ROR1-directed immunonanoparticles provide selective targeting of OSU-2S to MCL and other ROR1(+) malignancies, sparing normal B cells.
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