5,5-Diphenylhydantoin Sodium Salt 苯妥英钠

CAS 630-93-3 MFCD00069674

化学结构图

630-93-3
SMILES: O=C1[N-]C(=O)C(c2ccccc2)(c2ccccc2)N1.[Na+]

化学属性

Mol. FormulaC15H11N2NaO2
Mol. Weight274
Stability对湿度敏感
Appearance 白色粉末。易溶于水，溶于乙醇，几乎不溶于乙醚、氯仿。在空气中渐渐吸收二氧化碳而析出苯妥英。苯妥英熔点295-598℃，不溶于水，无臭，味苦。
Solubilityaqueous base: soluble

别名和识别编码

Chemical Name5,5-Diphenylhydantoin Sodium Salt
Synonym 5,5-D 5,5-DIPHENYLHYDANTOIN SODIUM 5,5-Diphenyl-2,4-imidazolidinedione Phenytoin 5,5-Diphenylhydantoin sodium salt; Sodium 5,5-diphenyl-2,4-imidazolidinedione; 5,5-Diphenyl-2,4-imidazolidinedione monosodium salt 5,5-diphenyl-2,4-imidazolidinedione monosodium salt 5,5-diphenylhydantoinsodiumsigmaultra 5,5-​D 5,5-​Diphenyl-​2,4-​imidazolidinedione, Phenytoin, 5,5-Diphenylhydantoin sodium salt 5,5-二苯乙内酰脲钠 5,5-二苯基-2,4-咪唑烷二酮钠盐 DIPHENYLHYDANTO Denyl sodium Difhydan Dilantin Diphe Enkefal Epelin Eptoin OM-Hydantoine sodium PHENYLTOIN SODIUM Sodium 5,5-diphenylhydantoinate Sodium diphenyl hydantoinate Solantyl alepsin sodium 5,5-diphenyl-2,4-imidazolidinedione
CAS Number630-93-3
PubChem Substance ID657302
EC Number211-148-2
MDL NumberMFCD00069674
Reaxys-RN673467
Merck Number7322
Chemical Name Translation苯妥英钠
Wiswesser Line NotationT5MVMV EHJ ER& ER &-NA-
Beilstein Registry Number673467
LabNetwork Molecule IDLN00239338
InChIInChI=1S/C15H12N2O2.Na/c18-13-15(17-14(19)16-13,11-7-3-1-4-8-11)12-9-5-2-6-10-12;/h1-10H,(H2,16,17,18,19);/q;+1/p-1
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分类

  • Anticonvulsants, Application Index, Bioactive Small Molecules, Biochemicals and Reagents, Cell Biology, Cell Signaling Enzymes, Cell Signaling and Neuroscience, DIG-DY, Enzymes, Inhibitors, and Substrates, Neurobiology, Neuroscience,
  • {SNA} Anticonvu
  • {SNA} Anticonvulsants, Application Index, Bioactive Small Molecules, Biochemicals and Reagents, Cell Signaling Enzymes, Cell Signaling and Neuroscience, DIG-DY, Enzymes, Inhibitors, and Substrates, Neurobiology, Neuroscience, Pharmacologicals, Substrates, Xenobiotics and Drug Metabolism, 细胞生物学

产品应用

  • 苯妥英钠抑制神经元的快灭活型（T型）Ca2+通道，抑制Ca2+内流。较大浓度时，苯妥英钠能抑制K+外流，延长动作电位时程和不应期。

相关文献及参考

  • Rush, A.M., and Elliott, J.R., Phenytoin and carbamazepine: differential inhibition of sodium currents in small cells from adult rat dorsal root ganglia. Neurosci. Lett. 226 , 95-98, (1997)
  • Merck: 14,7322
  • Merck 14 ,7322

安全信息

GHS Symbol
WGK Germany3
Hazard Codes 6.1 Xn
Hazard statements
  • H302 Harmful if swallowed 吞食有害
  • H361 Suspected of damaging fertility or the unborn child 怀疑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
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
RTECSMU1400000
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前，切勿操作。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • 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。
  • 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。
  • P281 Use personal protective equipment as required. 使用所需的个人防护装备。
  • P301+P312+P330
  • P308+P313
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Warning {} {} {} {} {} {} {} {} {TCI}
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘；
  • 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；
  • 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）；
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
  • R62 Possible risk of impaired fertility 有削弱生殖能力的危险
  • R63 Possible risk of harm to the unborn child 可能危害未出生婴儿
UN Number 2811 UN 2811 6.1/PG 3
Packing GroupIII
Hazard Class6.1(b) 
TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Human - man
DOSE/DURATION           : 12571 ug/kg/25M-C
TOXIC EFFECTS :
   Cardiac - pulse rate
   Cardiac - other changes
   Vascular - BP lowering not characterized in autonomic section
REFERENCE :
   AJEMEN American Journal of Emergency Medicine.  (WB Saunders, Philadelphia,
   PA)  V.1-    1983-  Volume(issue)/page/year: 6,255,1988

TYPE OF TEST            : LDLo - Lowest publi

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - man
DOSE/DURATION           : 647 mg/kg/21W-I
TOXIC EFFECTS :
   Skin and Appendages - dermatitis, allergic (after systemic exposure)
REFERENCE :
   AIMDAP Archives of Internal Medicine.  (AMA, 535 N. Dearborn St., Chicago,
   IL 60610)  V.1-    1908-  Volume(issue)/page/year: 81,605,1948

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 540 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   USXXAM United States Patent Document.  (U.S. Patent Office, Box 9,
   Washington, DC 20231)  Volume(issue)/page/year: #4056540

TYPE OF TEST            : LDLo - L

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 153 mg/kg
TOXIC EFFECTS :
   Behavioral - convulsions or effect on seizure threshold
REFERENCE :
   JPPMAB Journal of Pharmacy and Pharmacology.  (Pharmaceutical Soc. of Great
   Britain, 1 Lambeth High St., London SEI 7JN, UK)  V.1-    1949-
   Volume(issue)/page/year: 14,253,1962

TYPE OF TEST            : LDLo - Lowest published letha

TYPE OF TEST            : DNA adduct
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 50 umol/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 89,95,1981

TYPE OF TEST            : Sex chromosome loss and nondisjunction
TEST SYSTEM             : Rodent - mouse Embryo
DOSE/DURATION           : 200 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 187,91,1987

TYPE OF TEST            : Micronucleus test
ROUTE OF EXPOSURE       : Intravenous
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 500 ug/kg
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 141,183,1984

TYPE OF TEST            : Phage inhibition capacity
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 100 mg/L
REFERENCE :
   VIRLAX Virology.  (Academic Press, Inc., 1 E. First St., Duluth, MN 55802)
   V.1-    1955-  Volume(issue)/page/year: 99,257,1979

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
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 Embryo or Fetus - fetal death
REFERENCE :
   TOLED5 Toxicology Letters.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1977-  Volume(issue)/page/year: 39,165,1987

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 1200 mg/kg
SEX/DURATION            : female 7-18 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - behavioral
REFERENCE :
   NETEEC Neurotoxicology and Teratology.  (Pergamon Press Inc., Maxwell House,
   Fairview Park, Elmsford, NY 10523)  V.9-    1987- Volume(issue)/page/year:
   17,627,1995

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOS

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intramuscular
SPECIES O

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 189 mg/kg
SEX/DURATION            : female 8-10 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - cardiovascular
   (circulatory) system
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   64,271,1982

其他信息

  • 无臭，味苦；微有吸湿性；在空气中渐渐吸收二氧化碳，分解成苯妥英；水溶液呈碱性反应，常因部分水解而发生浑浊；溶于水和乙醇，不溶于氯仿或乙醚。
  • 苯妥英钠价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 D1331 5,5-二苯基乙内酰脲钠盐 5,5-Diphenylhydantoin Sodium Salt 500G 2450元 2014/06/02 D1331 5,5-二苯基乙内酰脲钠盐 5,5-Diphenylhydantoin Sodium Salt 25G 403元
  • Sigma Aldrich:630-93-3(sigmaaldrich)
  • 方法一:苯甲醛经缩合、氧化得到联苯甲酰，然后与尿素重排、环合得到苯妥英钠。将水、尿素及联苯甲酰依次加入反应锅，搅拌加热至98℃，加入30%氢氧化钠，回流1.5h。加水及适量少性炭脱色，冷至26-28℃，过滤，滤液用5%左右盐酸酸化至pH=5-6，温度45-55℃，过滤，用水洗涤，得苯妥英。将苯妥英投入碱液中加热溶解，用氢氧化钠溶液调节pH至11-11.5，加活万籁 炭于75-80℃脱色半小时。压滤，冷至37-38℃，加入晶种放置结晶。冷至25℃过滤，结晶用蒸馏水洗涤，甩干，粉碎，于80℃左右干燥，得苯妥英钠。
  • 图谱信息:苯妥英钠(630-93-3)红外图谱(IR2) 苯妥英钠(630-93-3)红外图谱(IR1)
  • 用途一:抗癫痫药及抗心律失常药。对癫痫大发作疗效好，对精神运动性发作和局限性发作次之，对小发作不但无效，甚至能诱发。
  • MSDS 信息:5,5-Diphenylhydantoin sodium salt(630-93-3).msds
  • 用途二:苯妥英钠抑制神经元的快灭活型（T型）Ca2+通道，抑制Ca2+内流。较大浓度时，苯妥英钠能抑制K+外流，延长动作电位时程和不应期。
  • 上游原料:联苯甲酰
  • MOL 文件:630-93-3.mol
  • TCI Shanghai:苯妥英钠 5,5-Diphenylhydantoin Sodium Salt,>;98.0%(T)(630-93-3)

系列性分类

  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Enzymes, Inhibitors, and Substrates - Biochemicals and Reagents
  4. Application Index - Enzymes, Inhibitors, and Substrates
  5. Cell Signaling Enzymes - Application Index
  6. Xenobiotics and Drug Metabolism - Cell Signaling Enzymes
  7. Substrates - Xenobiotics and Drug Metabolism
  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Cell Signaling and Neuroscience - Cell Biology
  4. Neuroscience - Cell Signaling and Neuroscience
  5. Neurobiology - Neuroscience
  6. Pharmacologicals - Neurobiology
  7. Anticonvulsants - Pharmacologicals
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Chemicals by Class 化学分类法
  4. Metal Compounds 金属化合物

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