N,N'-Bis(3-Aminopropyl)-1,4-diaminobutane N,N'-双(3-氨基丙基)-1,4-丁二胺

CAS 71-44-3 MFCD00008215

化学结构图

71-44-3
SMILES: NCCCNCCCCNCCCN

化学属性

Mol. FormulaNH2(CH2)3NH(CH2)4NH(CH2)3NH2
Mol. Weight202
Boiling Point150
Melting Point28-30
Flash Point>110°(230°F)
TSCAYes
Density0.937
SolubilitySoluble in chloroform, methanol, water, and lower alcohols. Insoluble in ether, benzene, and petroleum ether

别名和识别编码

Chemical NameN,N'-Bis(3-Aminopropyl)-1,4-diaminobutane
Synonym 1,4-Bis(aminopropyl) butanediamine 4,9-Diaza-1,12-dodecanediamine Diaminopropyltetramethylenediamine Gerontine N,N'-Bis(3-aminopropyl)-1,4-butanediamine N,N′-Bis(3-aminopropyl)-1,4-diaminobutane, Gerontine, Musculamine, Neuridine Neuridine 精素 精胺, 97%
MDL NumberMFCD00008215
CAS Number71-44-3
PubChem Substance ID1103
EC Number200-754-2
Beilstein Registry Number1750791
Merck Number14,8743
Chemical Name TranslationN,N'-双(3-氨基丙基)-1,4-丁二胺
InChIKeyPFNFFQXMRSDOHW-UHFFFAOYSA-N
Wiswesser Line NotationZ3M4M3Z
LabNetwork Molecule IDLN00195579
InChIInChI=1S/C10H26N4/c11-5-3-9-13-7-1-2-8-14-10-4-6-12/h13-14H,1-12H2
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分类

  • {SNA} Application Index, Bioactive Small Molecules, Biochemicals and Reagents, Cell Biology, Cell Signaling Enzymes, Cell Signaling and Neuroscience, Enzymes, Inhibitors, and Substrates, NOS Inhibitors, Nitric Oxide Metabolism, Nitric Oxide Synthase Regulators, Nitric Oxide and Cell Stress, S
  • {SNA} Alphabetical Index o
  • {SNA} Application Index, Bioactive Small Molecules, Biochemicals and Reagents, Cell Biology, Cell Signaling Enzymes, Cell Signaling and Neuroscience, Enzyme Inhibitors, Enzyme Inhibitors by Enzyme, Enzymes, Inhibitors, and Substrates, L to O, NOS Inhibitors, Nitric Oxide Metabolism,

产品应用

  • 混合NMDA谷氨酸受体在多胺位点上的激动剂/拮抗剂。在高浓度(1 mM)时已被观察到具神经保护作用，而在低浓度时，可观察到具有神经毒性。它增强了在马钱子碱不敏感的甘氨酸位点的反作用。对细胞增殖和分化起主要作用;抑制神经元一氧化氮合成酶（nNOS）。
  • 精胺、腐胺及亚精胺组成了多胺家族（polycations，聚阳离子），这对于绝大多数的活细胞生长和生存是必需的。多胺与带负电荷的分子相互作用，如蛋白多糖(proteoglycans)，糖化蛋白(glycated proteins)和核酸（DNA和RNA）。生物多胺被发现在不同层次可调控蛋白合成。这种影响可被解释为多胺结合和影响tRNA，mRNA和rRNA的二级结构。精胺也有助于稳定核酸螺旋结构并组成糖化蛋白如组蛋白（the histones）。精胺和亚精胺是各种核酸转染方案的组件。

相关文献及参考

  • [2]. Mounce BC, et al. Polyamines and Their Role in Virus Infection. Microbiol Mol Biol Rev. 2017 Sep 13;81(4). pii: e00029-17.
  • Merck: 14,8743
  • Merck: 14,8743 Beilstein: 4,IV,1301
  • [1]. Ha HC, et al. The natural polyamine spermine functions directly as a free radical scavenger. Proc Natl Acad Sci U S A. 1998 Sep 15;95(19):11140-5.
  • [1]. Ha HC, et al. The natural polyamine spermine functions directly as a free radical scavenger. Proc Natl Acad Sci U S A. 1998 Sep 15;95(19):11140-5.
  • [2]. Mounce BC, et al. Polyamines and Their Role in Virus Infection. Microbiol Mol Biol Rev. 2017 Sep 13;81(4). pii: e00029-17.

安全信息

GHS Symbol
WGK Germany3
Hazard statements
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
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
RTECSEJ7175000
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。
  • P305+P351+P338
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
Signal word Danger
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；
  • 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）；
Packing GroupII
UN Number 3259 UN3259
Risk Statements
  • R34 Causes burns 会导致灼伤
Storage condition Air Sensitive & Hygroscopic 储存温度2-8°C
Hazard Codes 8 C 
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 65 mg/kg
TOXIC EFFECTS :
   Behavioral - convulsions or effect on seizure threshold
   Behavioral - changes in motor activity (specific assay)
   Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
   AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans
   Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium)  V.4-   
   1898-  Volume(issue)/page/year: 165,374,1967

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 8 mg/kg
TOXIC EFFECTS :
   Details of toxic effec

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 56 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems
   Laboratory, NIOSH Exchange Chemicals.  (Aberdeen Proving Ground, MD 21010)
   Volume(issue)/page/year: NX#00641

TYPE OF TEST            : LD30 - Lethal Dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 650 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Behavioral - convulsions or effect on seizure threshold
   Nutritional and Gross Metabolic - body temperature decrease
REFERENCE :
   AGACBH Agents and Actions, A Swiss Journal of Pharmacology.  (Birkhaeuser
   Verlag, POB 133, CH-4010 Basel, Switzerland)  V.1-    1969/70-
   Volume(issue)/page/year: 14,228,1984

TYPE OF TEST            : LD30 - Lethal Dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES O

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Rodent - rat Liver
DOSE/DURATION           : 500 umol/L
REFERENCE :
   BIJOAK Biochemical Journal.  (Biochemical Soc. Book Depot, POB 32, Commerce
   Way, Colchester, Essex CO2 8HP, UK)  V.1-    1906- Volume(issue)/page/year:
   146,697,1975

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Rodent - mouse Lymphocyte
DOSE/DURATION           : 20 umol/L
REFERENCE :
   CALEDQ Cancer Letters (Shannon, Ireland).  (Elsevier Scientific Pub. Ireland
   Ltd., POB 85, Limerick, Ireland)  V.1-    1975- Volume(issue)/page/year:
   39,93,1988

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Rodent - hamster Kidney
DOSE/DURATION           : 2 mmol/L
REFERENCE :
   BCPCA6 Biochemical Pharmacology.  (Pergamon Press Inc., Maxwell House,
   Fairview Park, Elmsford, NY 10523)  V.1-    1958-  Volume(issue)/page/year:
   40,1893,1990

其他信息

  • Spermine is a biogenic polyamine formed from spermidine and occurs in almost all tissues. It is essential for both neoplastic and normal tissue growth and is involved in the modulation of calcium-dependent immune processes. Spermine inhibits NOS1 (nNOS). Spermine binds to and activates NMDA and has been shown to potentiate NMDA-induced currents in a concentration-dependent manner. Spermine is a GluR inhibitor.

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. S - Bioactive Small Molecules
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Alkenes 烯烃
  5. Acyclic - Alkenes
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Nitrogen Compounds 氮化合物
  5. Amidates/Imidates - Nitrogen Compounds
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Enzymes, Inhibitors, and Substrates - Biochemicals and Reagents
  4. Enzyme Inhibitors - Enzymes, Inhibitors, and Substrates
  5. Enzyme Inhibitors by Type - Enzyme Inhibitors
  6. Substrate Analogs - Enzyme Inhibitors by Type
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Enzymes, Inhibitors, and Substrates - Biochemicals and Reagents
  4. Enzyme Inhibitors - Enzymes, Inhibitors, and Substrates
  5. Enzyme Inhibitors by Enzyme - Enzyme Inhibitors
  6. L to O - Enzyme Inhibitors by Enzyme
  7. Nitric Oxide Synthase neuronal - L to O
  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. Nitric Oxide Metabolism - Cell Signaling Enzymes
  7. NOS Inhibitors - Nitric Oxide Metabolism
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Type
  6. Other
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Nitric Oxide and Cell Stress
  5. Nitric Oxide Metabolism
  6. Nitric Oxide Scavengers
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Cell Signaling Enzymes
  5. Nitric Oxide Metabolism
  6. NO Donors
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Nitric Oxide Synthase (iNOS)
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Glycobiology
  4. Glycan Labeling and Analysis
  5. Glycan Labeling
  6. Fluorophores
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Proteomics
  4. Post-Translational Modification
  5. Glycobiology
  6. Glycan Component Classes
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)

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