S-(2-((3-Aminopropyl)Amino)Ethyl) O,O-Dihydrogen Phosphorothioate S-(2-((3-氨基丙基)氨基)乙基)-O,O-硫代磷酸酯

CAS 20537-88-6 MFCD20537886

化学结构图

20537-88-6
SMILES: NCCCNCCSP(O)(O)=O

化学属性

Mol. Weight214.25
Mol. FormulaC5H15N2O3PS

别名和识别编码

CAS Number20537-88-6
Chemical NameS-(2-((3-Aminopropyl)Amino)Ethyl) O,O-Dihydrogen Phosphorothioate
Synonym Aminopropyl aminoethyl thiophosphate AU-95722 S,2-(3-Aminopropylamino)ethyl-phosphorothioic acid S-omega-(3-Aminopropylamino)ethyl dihydrogen phosphorothioate 2-(3-Aminopropylamino)ethyl thiophosphate Ethyol YM-08310 WR 2721 Phosphorothioic Acid S-[2-[(3-Aminopropyl)amino]ethyl]ester Gammaphos Acide ((amino-3 propylamino)-2 ethyl)-S-phosphorothioique SAPEP Ethiofos S-(2-(3-Aminopropylamino)ethyl) phosphorothioate WR 2721C NSC-296961 Amifostine Sapep Ethanethiol, 2-((3-aminopropyl)amino)-, dihydrogen phosphate (ester) Apaetp 2-((3-Aminopropyl)amino)-ethanethiol, dihydrogen phosphate ester CSC-296961 Ethiofos; 2-(3-Aminopropyl)aminoethyl phosphorothioate; Phosphorothioic acid S-(2-((3-aminopropyl)amino)ethyl) ester 2-[(3-Aminopropyl)-amino]ethanethiol Dihydrogen Phosphate
Wiswesser Line NotationZ3M2SPQQO
Beilstein Registry Number2088122
Chemical Name TranslationS-(2-((3-氨基丙基)氨基)乙基)-O,O-硫代磷酸酯
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分类

  • Pharmaceuticals
  • Intermediates & Fine Chemicals
  • Sulfur & Selenium Compounds

产品应用

  • It is a thiophosphate derivative of cysteamine; provides normal cells with selective protection against the toxic effects of cancer chemotherapy and radiation treatment.

相关文献及参考

  • [2]. D Maurici, et al. Amifostine (WR2721) restores transcriptional activity of specific p53 mutant proteins in a yeast functional assay. Oncogene. 2001 Jun 14;20(27):3533-40.
  • [3]. Efstathia Giannopoulou, et al. Amifostine inhibits angiogenesis in vivo. J Pharmacol Exp Ther. 2003 Feb;304(2):729-37.
  • [4]. Michael I Koukourakis, et al. Amifostine induces anaerobic metabolism and hypoxia-inducible factor 1 alpha. Cancer Chemother Pharmacol. 2004 Jan;53(1):8-14.
  • Brown, D.Q., et al. Pharmacol. Ther., 39, 159 (1988),
  • Capizzi, R.L., et al.: Cancer, 72, 3495 (1993),
  • Treskes, M., et al.: Cancer Chemother. Pharmacol., 33, 93 (1993),
  • [1]. Kouvaris, J.R., V.E. Kouloulias, and L.J. Vlahos, Amifostine: the first selective-target and broad-spectrum radioprotector. Oncologist,
  • [1]. Kouvaris, J.R., V.E. Kouloulias, and L.J. Vlahos, Amifostine: the first selective-target and broad-spectrum radioprotector. Oncologist, 2007. 12(6): p. 738-47.

安全信息

Hazard Codes Xn
Safety Statements
  • S36 Wear suitable protective clothing 穿戴适当的防护服；
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
RTECSTE6491000 
TYPE OF TEST            : TDLo - Lowest publ

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - guinea pig
DOSE/DURATION           : 407 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   RADOA8 Radiobiologiya.  (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)
   V.1-    1961-  Volume(issue)/page/year: 16,249,1976

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Mammal - dog
DOSE/DURATION           : 279 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Behavioral - ataxia
   Nutritional and Gross Metabolic - body temperature decrease
REFERENCE :
   TOPADD Toxicologic Pathology.  (c/o Dr. F.A. de la Iglesia, Warner-Lambert
   Co., Pharmaceutical Research Div., POB 1047, Ann Arbor, MI 48106) V.6(3/4)- 
     1978-  Volume(issue)/page/year: 13,58,1985

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 321 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NCISP* National Cancer Institute Screening Program Data Summary,
   Developmental Therapeutics Program. (Bethesda, MD 20205)
   Volume(issue)/page/year: JAN1986

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - guinea pig
DOSE/DURATION           : 635 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page

TYPE OF TEST            : Micronucleus test
ROUTE OF EXPOSURE       : Intraperitoneal
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 200 mg/kg
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 334,317,1995

TYPE OF TEST            : Cytogenetic analysis
ROUTE OF EXPOSURE       : Intraperitoneal
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 300 mg/kg
REFERENCE :
   CUSCAM Current Science.  (Current Science Assoc., Sadashivanagar P.O.,
   Bangalore 560 080, India) V.1-    1932-  Volume(issue)/page/year:
   54,1080,1985

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 1100 mg/kg
SEX/DURATION            : female 7-17 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
   Reproductive - Effects on Embryo or Fetus - fetal death
REFERENCE :
   OYYAA2 Oyo Yakuri.  Pharmacometrics.  (Oyo Yakuri Kenkyukai, CPO Box 180,
   Sendai 980-91, Japan) V.1-    1967-  Volume(issue)/page/year: 27,847,1984

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 1300 mg/kg
SEX/DURATION            : female 17-22 day(s) after conception
                          lactating female 7 day(s) post-birth
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight
   gain)
REFERENCE :
   OYYAA2 Oyo Yakuri.  Pharmacometrics.  (Oyo Yakuri Kenkyukai, CPO Box 180,
   Sendai 980-91, Japan) V.1-    1967-  Volume(issue)/page/year: 27,875,1984

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 300 mg/kg
SEX/DURATION            : female 9 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured
   before birth)
   Reproductive - Effects on Embryo or Fetus - fetal death
REFERENCE :
   RAREAE Radiation Research.  (Academic Press, Inc., 1 E. First St., Duluth,
   MN 55802)  V.1-    1954-  Volume(issue)/page/year: 107,49,1986

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rabbit
DOSE                    : 65 mg/kg
SEX/DURATION

系列性分类

  1. Medical Research Areas
  2. Metabolism
  3. HIF/HIF Prolyl-Hydroxylase  (缺氧诱导因子/缺氧诱导因子脯氨酸羟化酶)

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