L-(-)-Epinephrine 肾上腺素(兴奋剂类，不能销售)

CAS 51-43-4 MFCD00002204

化学结构图

51-43-4
SMILES: CNC[C@H](O)c1ccc(O)c(O)c1

化学属性

Mol. Formula(HO)2C6H3CH(OH)CH2NHCH3
Mol. Weight183.20
Melting Point215 °C (dec.)(lit.)
TSCAYes
Solubility微溶
Appearance 白色结晶性粉末。熔点213℃（分解），易溶于矿酸及氢氧化碱溶液，微溶于水，不溶于醇、醚、丙酮、氯仿。无气味，味苦。露置空气及见光色渐深。
Refractive index-51.5 ° (C=4, 1mol/L HCl)

别名和识别编码

Chemical NameL-(-)-Epinephrine
Synonym Hemostatin Metanephrin {Chemicalbook} L-(-)-EPINEPHRINE Epirenamine Adrenal L(-)-肾上腺素 {Chemical {hazar 1,2-Benzenediol, 4-[1-hydroxy-2-(methylamino)ethyl]-, (R)- {h Methylarterenol {Chemica (-EPINEPHRINE-Α, Α, Β-D3旽CL Adrenasol L-肾上腺素, 98+% Dyspne-inhal Adrin (r)-epinephrine[qr] Kidoline Epinefrin Epitrate 3,4-Dihydroxy-alpha-((methylamino)methyl)benzyl alcohol Adrenine Renalina Vasoconstrictine Adrenutol Supradin L-3,4-二羟基-alpha-((甲氨基)甲基)苄醇 副肾碱 L-Epinephrine (R)-Epinephrine l-Adrenaline Adrenosan Myosthenine l-1-(3,4-Dihydroxyphe Suprarenaline Glycirenan Balmadren Adrenamine Exadrin Epirenan {C 1,2-Benzenediol,4-[1-hydroxy-2-(methylamino)ethyl]-,( 副肾素 Hektalin EPINEPHERINE l-Adrenalin L-肾上腺素盐酸盐单水合物 1-(3,4-Dihydroxyphenyl)-2-(methylamino)ethanol; 3,4-Dihydroxy-1-[1-hydroxy-2-(methylamino)-ethyl]benzene; 4-[1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol; DL-Epinephrine (-)-ADRENALIN 肾副碱 (-)-epinephrine[qr] Dy Hemis Corisol Intranefrin (R)-(-)-EPINEPHRINE Mytrate L-3,4-DIHYDROXY-ALPHA-(METHYLAMINOMETHYL)BENZYL ALCOHOL (-)-Epinephrine Hypernephrin Adrenan 1,2-Benzenediol, ADRENALIN Adrenodis Suprel
CAS Number51-43-4
PubChem Substance ID5816
EC Number200-098-7
Beilstein Registry Number2368277
MDL NumberMFCD00002204
Merck Number14,3619
Chemical Name Translation肾上腺素(兴奋剂类，不能销售)
Wiswesser Line NotationQR BQ DYQ1M1 -L
LabNetwork Molecule IDLN00238736
InChIInChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3/t9-/m0/s1
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分类

  • Adrenergics, Adrenergics - Agonists, Agonists, Bioactive Small Molecules, Biochemicals and Reagents, Catecholamine, Cell Biology, Cell Signaling and Neuroscience, Cofactor, E, GPCR Modulators, GPCR Proteins, Modulators and Antibodies, Membrane Protein Biology Tools, Metabolic Pathways, Metabolites and Cofactors on the Metabolic Pathways Chart, Metabolomics, Neuroscience, Neurotransmission, Neurotransmitters, Proteins and Derivatives
  • {SNA} Bioactive Small Molecules, Cell Biology, E, Pharmacopoeia, Pharmacopoeia A-Z
  • {SNA} Adrenergics,

相关文献及参考

  • [2]. Simons FE, et al. First-aid treatment of anaphylaxis to food: focus on epinephrine. J Allergy Clin Immunol. 2004 May;113(5):837-44.
  • [3]. Morris KA, et al. Epinephrine and glucose modulate training-related CREB phosphorylation in old rats: relationships to age-related memory impairments. Exp Gerontol. 2013 Feb;48(2):115-27.
  • [4]. Callaway CW, et al. Epinephrine for cardiac arrest. Curr Opin Cardiol. 2013 Jan;28(1):36-42.
  • Aldrich MSDS 1 , 854:D / Corp MSDS 1 (1), 1518:C / FT-IR 1 (1), 1296:A / FT-IR 2 (2), 2195:B / FT-NMR 1 (2), 625:B / IR-Spectra (3), 780:D / NMR-Reference 2 (1), 1099:C / RegBook 1 (1), 1497:I / Sax 6 , 2721 / Sigma FT-IR 1 (1), 655:C / Structure Index 1 , 234:B:7
  • Beil. 13 ,IV,2927
  • Campbell, J.E., et al., Adipogenic And Lipolytic Effects Of Chronic Glucocorticoid Exposure. Am. J. Physiol. Cell Physiol. 300 , C198-209, (2011) 摘要
  • Merck 14 ,3619
  • Randell, S.H., et al.

安全信息

GHS Symbol
WGK Germany3
Hazard statements
  • H331 Toxic if inhaled 吸入中毒
  • H310 Fatal in contact with skin 皮肤接触致命
  • H301 Toxic if swallowed 吞食有毒
  • H301+H331
Personal Protective Equipment Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Hazard Codes T
RTECSDO2625000
Precautionary statements
  • P301+P310
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • 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。
  • P302+P350
Signal word Danger
Safety Statements
  • 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；
  • S23 Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) 不要吸入气体/烟雾/蒸汽/喷雾；
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中，参考特别指示/安全收据说明书；
  • 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；
  • 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）；
  • S27 Take off immediately all contaminated clothing 立即脱掉全部污染的衣服；
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
Packing GroupII
UN Number 2811 UN 2811 6.1/PG 2 UN2811
Risk Statements
  • R52/53
  • R23/24/25 Toxic by inhalation, in contact with skin and if swallowed 吸入，皮肤接触及吞食都有毒
  • R33 Danger of cumulative effects 有累积作用的危险
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R24 Toxic in contact with skin 与皮肤接触有毒
Storage condition Air & Light Sensitive 2-8°C
Hazard Class6.1
Restrict 剧毒化学品
Warnings 危化品目录(2015) 危险化学品 
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 3500 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   27ZIAQ "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes,
   C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973
   Volume(issue)/page/year: -,105,1973

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 50 ug/kg
TOXIC EFFECTS :
   Lungs, Thorax, or Respiration - respiratory stimulation
REFERENCE :
   SMWOAS Schweizerische Medizinische Wochenschrift.  (Schwabe & Co.,
   Steintorst 13, 4010 Basel, Switzerland)  V.50-    1920-
   Volume(issue)/page/year: 71,554,1941

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Human - man
DOSE/DURATION           : 16 ug/kg
TOXIC EFFECTS :
   Behavioral - hallucinations, distorted perceptions
   Cardiac - change in rate
   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: 5,64,1987

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Multiple routes
SPECIES OBSERVED        : Human - infant
DOSE/DURATION           : 625 ug/kg/I
TOXIC EFFECTS :
   Cardiac - pulse rate increase, without fall in BP
   Lungs, Thorax, or Respiration - cyanosis
   Kidney, Ureter, Bladder - changes in tubules (including acute renal failure,
   acute tubular necrosis)
REFERENCE :
   SMJOAV Southern Medical Journal.  (Southern Medical Assoc., POB 2446,
   Birmingham, AL 35205) V.1-    1

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 500 ug/plate
REFERENCE :
   ABCHA6 Agricultural and Biological Chemistry.  (Maruzen Co. Ltd., POB 5050,
   Tokyo International, Tokyo 100-31, Japan)  V.25-    1961-
   Volume(issue)/page/year: 45,327,1981

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Rodent - rat Lung
DOSE/DURATION           : 2500 nmol/L
REFERENCE :
   ABCHA6 Agricultural and Biological Chemistry.  (Maruzen Co. Ltd., POB 5050,
   Tokyo International, Tokyo 100-31, Japan)  V.25-    1961-
   Volume(issue)/page/year: 39,795,1975

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Rodent - mouse Cells - not otherwise specified
DOSE/DURATION           : 2500 ng/L
REFERENCE :
   ECREAL Experimental Cell Research.  (Academic Press, Inc., 1 E. First St.,
   Duluth, MN 55802) V.10-    1950-  Volume(issue)/page/year: 35,629,1964

TYPE OF TEST            : DNA repair
TEST SYSTEM             : Bacteria - Bacillus subtilis
DOSE/DURATION           : 500 ug/disc
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 137,17,1984

TYPE OF TEST            : Mutation in mammalian somatic cells
TEST SYSTEM             : Rodent - mouse Lymphocyte
DOSE/DURATION           : 100 mg/L
REFERENCE :
   EMMUEG Environmental and Molecular Mutagenesis.  (Alan R. Liss, Inc., 41 E.
   11th St., New York, NY 10003)  V.10-    1987-  Volume(issue)/page/year:
   11,523,1988

TYPE OF TEST            : Cytogenetic analysis
ROUTE OF EXPOSURE       : Parenteral
TEST SYSTEM             : Insect - silkworm
DOSE/DURATION           : 10 mmol/L
REFERENCE :
   ENZYAS Enzymologia.  (The Hague, Netherlands)  V.1-43, 1936-72.
   Volume(i

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 2400 ug/kg
SEX/DURATION            : female 1-6 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - live birth index (measured after birth)
   Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight
   gain)
   Reproductive - Effects on Newborn - behavioral
REFERENCE :
   AJOGAH American Journal of Obstetrics and Gynecology.  (C.V. Mosby Co.,
   11830 Westline Industrial Dr., St. Louis, MO 63146)  V.1-    1920-
   Volume(issue)/page/year: 106,687,1970

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rabbit
DOSE                    : 2400 ug/kg
SEX/DURATION

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 6 mg/kg
SEX/DURATION            : female 7-14 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - behavioral
REFERENCE :
   JCPPAV Journal of Comparative and Physiological Psychology.  (Washington,
   DC)  V.40-96, 1947-82.  Volume(issue)/page/year: 58,309,1964

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 2 mg/kg
SEX/DURATION            : female 10 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Maternal Effects - other effects
   Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
   PSEBAA Proceedings of the Society for Experimental Biology and Medicine.
   (Academic Press, Inc., 1 E. First St., Duluth, MN 55802)  V.1-    1903/04-
   Volume(issue)/page/year: 118,857,1965

{hazard

其他信息

  • 上游原料:氢氧化铵 --> 丙酮 --> 酒石酸 --> 消旋肾上腺素
  • 方法一:3,4-二羟基-α-甲氨基苯乙酮（即肾上原酮）配制成盐酸盐，在钯类催化下通氢反应。加氢温度为30-35α，压力0.05-0.1MPa，得到的消旋肾上腺素用酒石酸分拆、氢氧化铵中和，得左旋肾上腺素。
  • 类别:有毒物质
  • 急性毒性:口服- 大鼠 LD50 30 毫克/ 公斤; 口服- 小鼠 LD50: 50 毫克/公斤
  • 用途一:非甾体激素类药，也用作止血药安络血的中间体。主要用于过敏性休克、支气管哮喘及心搏骤停的抢救。
  • 毒性分级:剧毒
  • 肾上腺素价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 69001580 L-肾上腺素(+4℃)（剧毒） 5g 1200元 2010/06/21 204400050 肾上腺素 L(-)-Epinephrine 99% 5 GR 773元 2010/06/21 204400250 肾上腺素 L(-)-Epinephrine 99% 25 GR 3140元
  • 图谱信息:肾上腺素(51-43-4)红外图谱(IR2) 肾上腺素(51-43-4)质谱(MS) 肾上腺素(51-43-4)红外图谱(IR1)
  • 比旋光度:-51.5 ° (c=4, 1M HCl, dry sub)
  • Alfa Aesar:L-肾上腺素,98+% L-Adrenaline, 98+%(51-43-4)
  • MOL 文件:51-43-4.mol
  • 敏感性:Air & Light Sensitive
  • 储运特性:库房低温, 通风, 干燥; 与食品原料分开存放
  • Acros Organics:L-Adrenaline(51-43-4)
  • 灭火剂:水, 二氧化碳, 干粉, 砂土
  • Sigma Aldrich:51-43-4(sigmaaldrich)
  • 可燃性危险特性:可燃; 火场分解有毒氮氧化物烟雾
  • F:8-10-23

系列性分类

  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Bioactive Small Molecules - Cell Biology
  4. E - Bioactive Small Molecules
  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. Neurotransmission - Neuroscience
  6. Neurotransmitters - Neurotransmission
  7. Adrenergics - Neurotransmitters
  8. Agonists - Adrenergics
  1. Life Science 生命科学
  2. Metabolomics 代谢组学
  3. Metabolic Pathways - Metabolomics
  4. Metabolites and Cofactors on the Metabolic Pathways Chart - Metabolic Pathways
  5. Cofactor - Metabolites and Cofactors on the Metabolic Pathways Chart
  6. Catecholamine - Cofactor
  1. Functional Group 官能团索引
  2. 1,2-diphenol
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Metabolomics
  4. Metabolic Pathways
  5. Metabolites and Cofactors on the Metabolic Pathways Chart
  6. Cholesterol
  1. Medical Research Areas
  2. GPCR & G Protein
  3. Adrenergic Receptor  (肾上腺素能受体)
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)

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