cis-Diammine(1,1-cyclobutanedicarboxylato)platinum 顺式-二氨(1,1-环丁烷二羰基)铂

CAS 41575-94-4 MFCD00070464

化学结构图

41575-94-4
SMILES: N.N.O=C([O-])C1(C(=O)[O-])CCC1.[Pt+2]

化学属性

Mol. FormulaC6H12N2O4Pt
Mol. Weight371.25
TSCANo
Density1.422
Stability对光敏感
Melting Point>275°C
Appearance white solid powder
SolubilitySoluble in water at 5 mg / mL

别名和识别编码

Chemical Namecis-Diammine(1,1-cyclobutanedicarboxylato)platinum
CAS Number41575-94-4
Synonym (SP-4-2)-Diamimine[1,1-cyclobutanedi(carboxylato-kO)(2-)]platinum 1,1-Cyclobutanedicarboxylate diammine platinum(II) 1,1-Cyclobutanedicarboxylatodiammineplatinum(II) 1-环丁烷基二羟酸铂 Carboplatin Carboplatin Hexal; Carboplatino; US brand names: Paraplat; Paraplatin; Foreign brand names: Blastocarb; Carboplat; Carbosin; Carbosol; Carbotec; Displata; Ercar; Nealorin; Novoplatinum; Paraplatin AQ; Paraplatine; Platinwas; Ribocarbo; Abbreviation: CBDCA Code name: JM8 Cbdca Diammine(1,1-cyclobutanedicarboxylato)platinum (II) JM 8 NSC-241240 Paraplatin Platinum (II), (1,1-cyclobutanedicarboxylato)diammine-, cis- cis-(1,1-Cyclobutanedicarboxylato)diammineplatinum(II) cis-Diamine(1,1-cyclobutanedicarboxylato)platinum(II) cis-Diammine(1,1-cyclobutanedicarboxylato) platinum cis-Diammine(1,1-cyclobutanedicarboxylato)platinum(II
MDL NumberMFCD00070464
PubChem Substance ID24278303
EC Number255-446-0
Merck Number1822
Beilstein Registry Number2384789
Reaxys-RN13598388
Chemical Name Translation顺式-二氨(1,1-环丁烷二羰基)铂
Wiswesser Line NotationL4TJ AVQ AVQ &Z-PT-Z
FormulaC6H12N2O4Pt
IUPAC Nameplatinum, diammine [1,1-cyclobutane-dicarboxylato(2-)-0,0’]-,(SP-4-2)
InChIKeyOLESAACUTLOWQZ-UHFFFAOYSA-L
InChIInChI=1S/C6H8O4.2H3N.Pt/c7-4(8)6(5(9)10)2-1-3-6;;;/h1-3H2,(H,7,8)(H,9,10);2*1H3;/q;;;+2/p-2
Canonical SMILES[O-]C(C1(CCC1)C([O-])=O)=O.[Pt+2].N.N
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分类

  • Pharmaceuticals
  • {SNA} A - K, Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics A-F, Antibiotics by Application, Antineoplastic and Immunosuppressive Antibiotics, Antitumor Agents, Apoptosis and Cell Cycle, Approved Therapeutics/Drug Candidates, Bioactive Small Molecules, Bristol-Myers Squibb, C-CH, Cancer Research, Cell Biology, Cell Signaling and Neuroscience, DNA Intercalators and Crosslinkers, DNA Modification / Repair, DNA metabolism, Other Apoptosis Related Reagents, Spectrum of Activity
  • {SNA} A - K, Antibacterial, Antibiotics, Antibiotics A to Z,

产品应用

  • Carboplatin is a second-generation platinum compound with a broad spectrum of antineoplastic properties. Carboplatin contains a platinum atom complexed with two ammonia groups and a cyclobutane-dicarboxyl residue. This agent is activated intracellularly to form reactive platinum complexes that bind to nucleophilic groups such as GC-rich sites in DNA, thereby inducing intrastrand and interstrand DNA cross-links, as well as DNA-protein cross-links. These carboplatin-induced DNA and protein effects result in apoptosis and cell growth inhibition.

相关文献及参考

  • Harland, S.J., et al.: Cancer Res., 44, 1693 (1984),
  • Smith, I.E., et al.: Cancer Treat. Rep., 69, 43 (1985),
  • Lygidakis, N.J., et al.: Interferon Cytokine Res., 15, 467 (1995),

安全信息

WGK Germany3
GHS Symbol
Precautionary statements
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P332+P313
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P305+P351+P338
  • P308+P313
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P304+P340+P312
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P302+P350
  • P337+P313
  • P301+P312+P330
  • P304+P340
  • P284 Wear respiratory protection.? 佩戴呼吸保护装置。
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
Signal word
Hazard statements
  • H360 May damage fertility or the unborn child 可能对生育能力或未出生婴儿造成伤害
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled 吸入可能导致过敏或哮喘症状或呼吸困难
  • H302+H312+H332
  • H340 May cause genetic defects 可能导致遗传性缺陷
RTECSTP2300000
Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
Safety Statements
  • 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;
  • S20 When using do not eat or drink 使用时,不得进食,饮水;
  • S22 Do not breathe dust 不要吸入粉尘;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
  • S53 Avoid exposure - obtain special instructions before use 避免接触,使用前获得特别指示说明;
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
  • S9 Keep container in a well-ventilated place 保持容器在通风良好的场所;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
Risk Statements
  • R46 May cause inheritable genetic damage 可能引起遗传基因损害
  • R61 May cause harm to the unborn child 可能对未出生的婴儿导致伤害
  • R20/21/22 Harmful by inhalation, in contact with skin and if swallowed 吸入、皮肤接触和不慎吞咽有害
  • R42/43
Hazard Codes T
Storage condition Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years). 避光,密闭贮存。
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 180 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   RRCRBU Recent Results in Cancer Research.  (Springer-Verlag New York, Inc.,
   Service Center, 44 Hartz Way, Secaucus, NJ 07094)  V.1-    1965-
   Volume(issue)/page/year: 48,12,1974

{haz

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 89360 ug/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       : Unreported
SPECIES OBSERVED        : Mammal - species unspecified
DOSE/DURATION           : 158 mg/kg
TOXIC EFFECTS :
   Tumorigenic - active as anti-cancer agent
REFERENCE :
   YHHPAL Yaoxue Xuebao.  Acta Pharmaceutica Sinica.  Pharmaceutical Journal.
   (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep.
   China)  V.1-    1953-    Suspended 1966-78.  Volume(issue)/page/year:
   22,56,1987

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 118 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   EJMCA5 European Journal of Medicinal Chemistry--Chimie Therapeutique.
   (Editions Scientifiques Elsevier, 29 rue Buffon, F-75005, Paris, France)
   V.9-    1974-  Volume(issue)/page/year: 27,611,1992

TY

TYPE OF TEST            : DNA damage
ROUTE OF EXPOSURE       : Intravenous
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 128 mg/kg
REFERENCE :
   INNDDK Investigational New Drugs. The Journal of New Anticancer Agents.
   Kluwer Academic Pub., POB 358, Accord Stn., Hingham, MA 02018)  V.1- 1983- 
   Volume(issue)/page/year: 8,17,1990

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Rodent - mouse Leukocyte
DOSE/DURATION           : 200 umol/L
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   45,4043,1985

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Human Cells - not otherwise specified
DOSE/DURATION           : 225 umol/L
REFERENCE :
   BCPCA6 Biochemical Pharmacology.  (Pergamon Press Inc., Maxwell House,
   Fairview Park, Elmsford, NY 10523)  V.1-    1958-  Volume(issue)/page/year:
   42,357,1991

TYPE OF TEST            : Micronucleus test
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 500 nmol/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 389,183,1997

TYPE OF TEST            : DNA inhibition
ROUTE OF EXPOSURE       : Intravenous
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 60 mg/kg
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   49,6629,1989

TYPE OF TEST            : Mutation test systems - not otherwise specified
ROUTE OF EXPOSURE       : Intraperitoneal
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 75 mg/kg
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 24 mg/kg
SEX/DURATION            : female 6-9 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - Central Nervous System
   Reproductive - Specific Developmental Abnormalities - body wall
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   JTSCDR Journal of Toxicological Sciences.  (Japanese Soc. of Toxicological
   Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku,
   Tokyo 113, Japan)  V.1-    1976-  Volume(issue)/page/year: 14,115,1989

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 24 mg/kg
SEX/DURATION            : female 6-9 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - pre-implantation mortality (e.g. reduction in
   number of implants per female; total number of implants per corpora lutea)
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
   Reproductive - Effects on Embryo or Fetus - fetal death
REFERENCE :
   JTSCDR Journal of Toxicological Sciences.  (Japanese Soc. of Toxicological
   Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku,
   Tokyo 113, Japan)  V.1-    1976-  Volume(issue)/page/year: 14,115,1989

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