(R)-3-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3,4,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol 喷司他丁

CAS 53910-25-1 MFCD00078802

化学结构图

53910-25-1
SMILES: OC[C@H]1O[C@H](C[C@@H]1O)N1C=NC2[C@H](O)CNC=NC1=2

化学属性

Mol. FormulaC11H16N4O4
Mol. Weight268.31

别名和识别编码

Chemical Name(R)-3-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3,4,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol
CAS Number53910-25-1
Synonym 2'-Deoxycoformycin NSC-218321 YK-176 (R)-3-(2-Deoxy-beta-D-pentofuranosyl)-3,6,7,8-tetrahydroimidazo(4,5-d)(1,3)diazepin-8-ol CO-Vidarabine CL 67310465 Deoxycoformycin ######## (R)-Deoxycoformycin Pentostatin
Beilstein Registry Number1223097
Chemical Name Translation喷司他丁
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分类

  • Chiral Reagents
  • Heterocycles
  • Pharmaceuticals
  • Intermediates & Fine Chemicals
  • Protein Kinase Inhibitors and Activators

产品应用

  • An adenosine deaminase inhibitor used as an anti-cancer therapeutic drug. Shown to be effective in the treatment of hairy cell leukemia as well as having use in the treatment of other types of cancer

相关文献及参考

  • [2]. Dalla Rosa L, et al. Cordycepin (3'-deoxyadenosine) pentostatin (deoxycoformycin) combination treatment of mice experimentally infected with Trypanosoma evansi. Parasitology. 2013 Apr;140(5):663-71.
  • Rogler-Brown, T. et al.: Biochem. Pharmacol., 28, 201 (1979); Johnston, J.B. et al.: J. Natl. Canvcer Inst., 80, 765 (1988); Fortune, A.F. et al.: Leuk. and Lymph., 51, 839 (2010); Robak, T. et al.:
  • [1]. Bethge WA, et al. Extracorporeal photopheresis combined with pentostatin in the conditioning regimen for canine hematopoietic cell transplantation does not prevent GVHD. Bone Marrow Transplant. 2014 Sep;49(9):1198-204.
  • [1]. Bethge WA, et al. Extracorporeal photopheresis combined with pentostatin in the conditioning regimen for canine hematopoietic cell transplantation does not prevent GVHD. Bone Marrow Transplant. 2014 Sep;49(9):1198-204.
  • [2]. Dalla Rosa L, et al. Cordycepin (3'-deoxyadenosine) pentostatin (deoxycoformycin) combination treatment

安全信息

RTECSNI2931000 
TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Human - woman
DOSE/DURATION           : 390 mg/kg/3D-I
TOXIC EFFECTS :
   Kidney, Ureter, Bladder - changes in tubules (including acute renal failure,
   acute tubular necrosis)
   Blood - thrombocytopenia
   Blood - other hemolysis with or without anemia
REFERENCE :
   IEDIEP Internal Medicine.  (The Japanese Society of Internal Medicine, 34-3,
   3-chome, Hongo, Bunkyo-ku, Tokyo 113, Japan)  V.31-    1992-
   Volume(issue)/page/year: 34,593,1995

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 227 mg/kg
TOXIC EFFECTS :
   Kidney, Ureter, Bladder - hematuria
   Nutritional and Gross Metabolic - body temperature decrease
REFERENCE :
   KSRNAM Kiso to Rinsho.  Clinical Report.  (Yubunsha Co., Ltd., 1-5, Kanda
   Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan)  V.1-    1960-
   Volume(issue)/page/year: 24,7888,1990

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Mammal - dog
DOSE/DURATION           : 360 mg/kg
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - miosis (pupillary constriction)
   Gastrointestinal - changes in structure or function of salivary glands
   Gastrointestinal - nausea or vomiting
REFERENCE :
   KSRNAM Kiso to Rinsho.  Clinical Report.  (Yubunsha Co., Ltd., 1-5, Kanda
   Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan)  V.1-    1960-
   Volume(issue)/page/year: 24,7888,1990

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 122 mg/kg
TOXIC EFFECTS :
   Behavioral - altered sleep time (including change in righting reflex)

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 5 mg/kg
SEX/DURATION            : female 8 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 40,615,1989

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 7500 ug/kg
SEX/DURATION            : female 6-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 44,325,1991

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 1 mg/kg
S

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 7500 ug/kg
SEX/DURATION            : female 6-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - sex ratio
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (A

系列性分类

  1. Medical Research Areas
  2. Metabolism
  3. Adenosine Deaminase  (腺苷脱氨酶)

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