Amitriptyline Hydrochloride 盐酸阿米替林

CAS 549-18-8 MFCD00012537

化学结构图

549-18-8
SMILES: CN(C)CCC=C1c2ccccc2CCc2ccccc21.Cl

化学属性

Mol. FormulaC20H24ClN
Mol. Weight314
Melting Point195-199
SolubilitySoluble in Chloroform
Flash Point11 °C
Appearance 本品为白色结晶性粉末。溶点196-197℃，易溶于水、乙醇、甲醇、氯仿，不溶于乙醚。无臭，味苦。 powder
Stability对光敏感

别名和识别编码

Chemical NameAmitriptyline Hydrochloride
MDL NumberMFCD00012537
CAS Number549-18-8
EC Number208-964-6
PubChem Substance ID87562417
Synonym 10,11-dihydro-n,n-dimethyl-5h-dibenzo(a,d)cycloheptene-delta(sup5,gamma)-pro Amitriptyline hydrochloride LABOTEST-BB LT00244837 1-propanamine,3-(10,11-dihydro-5h-dibenzo[a,d]cyclohepten-5-ylidene)-n,n-dimet 1-Propanamine, 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethyl-, hydrochloride (1:1) AMITRIPTYLINE HYDROCHLORIDE 5-(3-dimethylaminopropylidene)dibenzo(a,d)(1,4)cycloheptadienehydrochloride 盐酸阿密曲替啉 damilenhydrochloride endep LABOTEST-BB LT00159907 阿米替林 盐酸盐 AMITRIPTYLINE HCL 3-(10,11-dihydro-5h-dibenzo[a,d]cycloheptene-5-ylidene)-n,n-dimethyl-1-propanamine hydrochloride rantoron 3-(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethyl-1-propanamine 盐酸阿米替林 elavilhydrochloride N,N-二甲基-3-[10,11-二氢-5H-二苯并(a,b)环庚三烯-5-亚基]-1-丙胺盐酸盐;阿密替林;阿米替林盐酸盐 proheptadienmonohydrochloride limbitrolds domical Damilen hydrochloride N,N-二甲基-3-[10,11-二氢-5H-二苯并(a,b)环庚三烯-5-亚基]-1-丙胺盐酸盐 阿米替林盐酸盐 Domical pylaminehcl Deprex 阿密替林 deprex Amitriptyline chloride 10,11-Dihydro-N,N-dimethyl-5H-dibenzo(a,d)cycloheptene-delta(sup etrafon amitriptylinechloride miketorin
Chemical Name Translation盐酸阿米替林
Merck Number487
Reaxys-RN4164595
Beilstein Registry Number4164595
Alfabeta NameDIHYDRODIBENZOANNULENYLIDENEDIMETHYLPROPANAMINEHYDROCHLORIDE HADNN310115751[[]]()----------,,,
Wiswesser Line NotationL C676 BY&T&J BU3N1&1 &GH
LabNetwork Molecule IDLN00227108
InChIInChI=1S/C20H23N.ClH/c1-21(2)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20;/h3-6,8-12H,7,13-15H2,1-2H3;1H
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分类

  • {SNA} A-AM, Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index, Biochemicals and Reagents, Biogenic Amine Transport Inhibitors, Bristol-Myers Squibb, GPCR Modulators, GPCR Proteins, Modulators and Antibodies, Membrane Protein Biology Tools, Neuroscience, Neurotransmission, Neurotransmission (Obesity),
  • {SNA} Additional Standards, Analytical Standards, Chromatography, Pharmaceutical Secondary Standards, Pharmaceutical Standards, 分析/色谱
  • {SNA} Analytical Standards, Analytical/Chromatography,
  • {SNA} A-AM, Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index, Biogenic Amine Transport Inhibitors, Bri

产品应用

  • Amitriptyline hydrochloride is a tricyclic antidepressant drug. Amitriptyline hydrochloride inhibits the norepinephrine and serotonin transporters but has a high affinity for α1-adrenergic, serotonin and muscarinic acetylcholine receptors.

相关文献及参考

  • [2]. S Neil Vaishnavi , et al. Milnacipran: a comparative analysis of human monoamine uptake and transporter binding affinity. Biol Psychiatry. 2004 Feb 1;55(3):320-2.
  • [3]. Jang, S.W., et al., Amitriptyline is a TrkA and TrkB receptor agonist that promotes TrkA/TrkB heterodimerization and has potent neurotrophic activity. Chem Biol, 2009. 16(6): p. 644-56.
  • [1]. Kim Lawson. A Brief Review of the Pharmacology of Amitriptyline and Clinical Outcomes in Treating Fibromyalgia. Biomedicines. 2017 Jun; 5(2): 24.
  • [1]. Kim Lawson. A Brief Review of the Pharmacology of Amitriptyline and Clinical Outcomes in Treating Fibromyalgia. Biomedicines. 2017 Jun; 5(2): 24.
  • [2]. S Neil Vaishnavi , et al. Milnacipran: a comparative analysis of human monoamine uptake and transporter binding affinity. Biol Psychiatry. 2004 Feb 1;55(3):320-2.
  • [3]. Jang, S.W., et al., Amitriptyline is a TrkA and TrkB receptor agonist that promotes TrkA/TrkB heterodimerization an

安全信息

GHS Symbol
WGK Germany3
Precautionary statements
  • 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。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • 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+P310
  • P301+P310+P330
  • P302+P350
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P332+P313
  • P337+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服，清洗后方可重新使用
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H410 Verytoxictoaquaticlifewithlonglastingeffects 对水生生物毒性非常大并具有长期影响。
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H301 Toxic if swallowed 吞食有毒
  • 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
RTECSHO9450000
Signal word Danger
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
  • S16 Keep away from sources of ignition - No smoking 远离火源，禁止吸烟；
  • S22 Do not breathe dust 不要吸入粉尘；
  • 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；
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
  • 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）；
  • 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；
  • 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；
Hazard Codes 6.1 T,F Xn
Risk Statements
  • 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
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R42/43
  • R63 Possible risk of harm to the unborn child 可能危害未出生婴儿
Packing GroupIII
Hazard Class6.1
Storage condition 储存温度-20°C 储存温度 2-8°C 2-8°C
UN Number 2811 UN 2811 6.1/PG 3 
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 80 mg/kg
TOXIC EFFECTS :
   Behavioral - convulsions or effect on seizure threshold
   Behavioral - ataxia
   Lungs, Thorax, or Respiration - cyanosis
REFERENCE :
   OYYAA2 Oyo Yakuri.  Pharmacometrics.  (Oyo Yakuri Kenkyukai, CPO Box 180,
   Sendai 980-91, Japan) V.1-    1967-  Volume(issue)/page/year: 6,889,1972

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - child
DOSE/DURATION           : 4167 ug/kg
TOXIC EFFECTS :
   Behavioral - sleep
   Behavioral - hallucinations, distorted perceptions
   Behavioral - muscle contraction or spasticity
REFERENCE :
   NEJMAG New England Journal of Medicine.  (Massachusetts Medical Soc., 10
   Shattuck St., Boston, MA 02115)  V.198-    1928-  Volume(issue)/page/year:
   267,1031,1962

{haz

TYPE OF TEST            : LD50 - Lethal do

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - cat
DOSE/DURATION           : 37 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   DDREDK Drug Development Research.  (Alan R. Liss, Inc., 41 E. 11th St., New
   York, NY 10003) V.1-    1981-  Volume(issue)/page/year: 22,385,1991

TYPE OF TEST            :

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - child
DOSE/DURATION           : 62500 ug/kg
TOXIC EFFECTS :
   Behavioral - convulsions or effect on seizure threshold
   Lungs, Thorax, or Respiration - cyanosis
REFERENCE :
   AJDCAI American Journal of Diseases of Children.  (AMA, 535 N. Dearborn St.,
   Chicago, IL 60610) V.1-80(3

TYPE OF TEST            : Sperm Morphology
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 70 mg/kg/5D
REFERENCE :
   IMSCE2 IRCS Medical Science.  (Lancaster, UK)  V.12-14, 1984-86.  For
   publisher information, see MSCREJ.  Volume(issue)/page/year: 14,579,1986

TYPE OF TEST            : Sex chromosome loss and nondisjunction
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Insect - Drosophila melanogaster
DOSE/DURATION           : 2 mg/2D
REFERENCE :
   SOGEBZ Soviet Genetics.  English translation of GNKAA5.  (Plenum Pub. Corp.,
   233 Spring St., New York, NY 10013)  V.2-    1966- Volume(issue)/page/year:
   11,718,1975

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 60 mg/kg
SEX/DURATION            : female 9 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - craniofacial
   (including nose and tongue)
REFERENCE :
   DGDFA5 Development, Growth & Differentiation.  (Japan Pub. Trading Co.
   (USA), 1255 Howard St., San Francisco, CA 94103)  V.11-    1969-
   Volume(issue)/page/year: 22,61,1980

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 220 mg/kg
SEX/DURATION            : female 1-22 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - stillbirth
   Reproductive - Effects on Newborn - behavioral
REFERENCE :
   BRBUDU Brain Research Bulletin.  (Pergamon Press Inc., Maxwell House,
   Fairview Park, Elmsford, NY 10523)  V.1-    1976-  Volume(issue)/page/year:
   24,207,1990

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 70 mg/kg
SEX/DURATION            : male 5 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - spermatogenesis (incl. genetic material,
   sperm morphology, motility, and count)
REFERENCE :
   IMSCE2 IRCS Medical Science.  (Lancaster, UK)  V.12-14, 1984-86.  For
   publisher information, see MSCREJ.  Volume(issue)/page/year: 14,579,1986

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 60 mg/kg
SEX/DURATION            : female 9 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (ex

其他信息

  • 盐酸阿米替林价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 A0908 盐酸阿米替林 Amitriptyline Hydrochloride 25G 945元
  • 图谱信息:盐酸阿米替林(549-18-8)质谱(MS) 盐酸阿米替林(549-18-8)红外图谱(IR1) 盐酸阿米替林(549-18-8)红外图谱(IR2)
  • TCI Shanghai:盐酸阿米替林 Amitriptyline Hydrochloride,>;98.0%(LC)(T)(549-18-8)
  • 用途一:本品为抗抑郁药，具有抗抑郁作用和较强的镇静作用。主要用于内源性外源性抑郁症状、更年期忧郁症、神经性抑郁症及器质性精神病的抑郁症状，也可用于儿童和少年的遗尿症。
  • 阿米替林 盐酸盐
  • 上游原料:乙醚 --> 氯化铵 --> 五氧化二磷 --> 稀盐酸 --> 二乙烯酮 --> 苯乙酸 --> 阿米替林
  • 方法一:由二苯并[α,d]环庚二烯酮-（5）经加成、消除、成盐而得。将干燥镁片及乙醚投入反应罐，加热回流。先滴加二甲胺基氯丙烷的乙醚溶液，再滴加二苯并环庚二烯酮的乙醚溶液。回流蒸出乙醚，加甲苯，冷却后加饱和氯化铵水溶液。停止搅拌，分出甲苯液，再用甲苯对水层提取5次。合并甲苯液，用温水洗3次，用无水硫酸钠干燥，过滤。滤液回收甲苯后得羟基阿米替林粗品。将粗品用甲苯和活性炭重结晶精制后，搅拌加热下溶解于浓盐酸，回流2-3小时后，减压蒸出稀盐酸至干。加异丙醇及活性炭，升温搅拌回流1小时。趁热过滤，在搅拌下滤液缓缓冷却，结晶，过滤，烘干，得阿米替林盐酸盐。收率约为75%。
  • color:white to off-white
  • Amitriptyline inhibits serotonin receptor, norepinephrine receptor, 5-HT4, 5-HT2 and sigma 1 receptor with IC50 of 3.45 nM, 13.3 nM, 7.31 nM, 235 nM and 287 nM, respectively.
  • MOL 文件:549-18-8.mol
  • Sigma Aldrich:549-18-8(sigmaaldrich)

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. A-AM - 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. Biogenic Amine Transport Inhibitors - Neurotransmitters
  1. Medical Research Areas
  2. GPCR & G Protein
  3. 5-HT Receptor  (5-羟色胺受体)
  1. Medical Research Areas
  2. GPCR & G Protein
  3. Adrenergic Receptor  (肾上腺素能受体)
  1. Medical Research Areas
  2. GPCR & G Protein
  3. Histamine Receptor  (组胺受体)
  1. Medical Research Areas
  2. GPCR & G Protein
  3. mAChR  (毒蕈碱型乙酰胆碱受体)

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