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CAS No 58970-76-6 , Ubenimex

  • Name: Ubenimex
  • Synonyms: [S-(R*,S*)]-N-(3-Amino-2-hydroxy-1-oxo-4-phenylbuty1)-L-leucine;bestatin;Ubenimex;Bestatin;
  • CAS Registry Number:
  • Melting Point: 245 ºC
  • Density: 1.197 g/cm3/sup>
  • Refractive index: 1.557
  • Safety Statements: 22-24/25
  • EINECS: 261-529-2
  • Molecular Weight: 308.38
  • InChI: InChI=1/C16H24N2O4/c1-10(2)8-13(16(21)22)18-15(20)14(19)12(17)9-11-6-4-3-5-7-11/h3-7,10,12-14,19H,8-9,17H2,1-2H3,(H,18,20)(H,21,22)/t12-,13+,14+/m1/s1
  • Risk Statements: S24/25
  • Molecular Formula: C16H24N2O4
  • Molecular Structure:CAS No:58970-76-6 Ubenimex

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58970-76-6 Bestatin

  • China Xilin Chemical Group Co., Ltd null
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58970-76-6 Bestatin

  • China Laiwu Hehui Chemical Co.,Ltd. null
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58970-76-6 Bestatin

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58970-76-6 UBENIMEX

  • Germany AppliChem GmbH [Manufacturer]
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  • Address: AppliChem GmbH
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58970-76-6 N-[3-(2-Furylacryloyl)]-L- phenylalanyl-glycyl-glycine

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  • Tel: +41 (0)43 422 2400
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  • Address: Senn Chemicals AG
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58970-76-6 Bestatin

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58970-76-6 UBENIMEX

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58970-76-6 N-[(2S,3R)-3-Amino-2-hydroxy-1-oxo-4-phenylbutyl]-L-leucine

  • N-[(2S,3R)-3-Amino-2-hydroxy-1-oxo-4-phenylbutyl]-L-leucineBestatin, >99%
  • United Kingdom Tocris Bioscience [Manufacturer]
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  • Address: Tocris Bioscience Tocris House Hung Road BS11 9XJ BristolUNITED KINGDOM BS11 9XJ Bristol,nullUnited Kingdom
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58970-76-6 UBENIMEX

  • United States Kingchem LLC [Manufacturer]
  • Tel: 201-825-9988
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    Allendale, NJ 07401 null,nullUnited States
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References of Ubenimex
Title: Ubenimex
CAS Registry Number: 58970-76-6
CAS Name: N-[(2S,3R)-3-Amino-2-hydroxy-1-oxo-4-phenylbutyl]-L-leucine
Manufacturers' Codes: NK-421
Trademarks: Bestatin (Nippon Kayaku)
Molecular Formula: C16H24N2O4
Molecular Weight: 308.37
Percent Composition: C 62.32%, H 7.84%, N 9.08%, O 20.75%
Literature References: Dipeptide antitumor antibiotic produced by Streptomyces olivoreticuli with immunostimulant activity; inhibits leucine aminopeptidase and aminopeptidases B and N. Prepn from fermentation broth: H. Umezawa et al., DE 2528984; eidem, US 4052449 (1976, 1977 both to Microbiochem. Res. Found., Japan); eidem, J. Antibiot. 29, 97 (1976). Structure: H. Suda et al., ibid. 100. Synthesis of stereoisomers and structure-activity study: R. Nishizawa et al., J. Med. Chem. 20, 510 (1977). Stereocontrolled synthesis: S. Kobayashi et al., Tetrahedron Lett. 25, 5079 (1984). Crystal structure: J. S. Ricci, Jr. et al., J. Org. Chem. 47, 3063 (1982). Cell surface binding studies: H. Umezawa et al., J. Antibiot. 29, 857 (1976); W. E. Müller et al., Int. J. Immunopharmacol. 4, 393 (1982). Acute toxicity: T. Sakakibara et al., Jpn. J. Antibiot. 36, 2971 (1983). Review of pharmacology: G. Mathé, Biomed. Pharmacother. 45, 49-54 (1991); of clinical studies: K. Ota, ibid. 55-60. Clinical trial in squamous-cell lung carcinoma: Y. Ichinose et al., J. Natl. Cancer Inst. 95, 605 (2003).
Properties: Colorless needles, mp 233-236°. [a]D20 -15.5° (c = 1.0 in 1N HCl). pKa 8.1, 3.1. uv max: 241.5, 248, 253, 258, 264.5, 268 nm (E1%1cm 3.8, 4.0, 5.0, 6.0, 4.6, 2.7). Sol in acetic acid, DMSO, methanol. Less sol in water. Insol in ethyl acetate, benzene, hexane, chloroform. LD50 in male, female mice, male, female rats (g/kg): 1.3, 1.9, 1.9, 2.1 s.c.; 0.19, 0.19, 0.90, 0.78 i.p.; >4.0, >4.0, >2.0, >2.0 orally (Sakakibara).
Melting point: mp 233-236°
pKa: pKa 8.1, 3.1
Optical Rotation: [a]D20 -15.5° (c = 1.0 in 1N HCl)
Absorption maximum: uv max: 241.5, 248, 253, 258, 264.5, 268 nm (E1%1cm 3.8, 4.0, 5.0, 6.0, 4.6, 2.7)
Toxicity data: LD50 in male, female mice, male, female rats (g/kg): 1.3, 1.9, 1.9, 2.1 s.c.; 0.19, 0.19, 0.90, 0.78 i.p.; >4.0, >4.0, >2.0, >2.0 orally (Sakakibara)
Therap-Cat: Immunomodulator; antineoplastic.
Keywords: Antineoplastic; Immunomodulators; Immunomodulator.