4-Aminobutyric Acid 4-氨基丁酸

CAS 56-12-2 MFCD00008226

化学结构图

56-12-2
SMILES:

化学属性

Mol. FormulaC4H9NO2
Mol. Weight103.12
Melting Point195°C
TSCAYes
SolubilityH2O: 1 M at 20 °C, clear, colorless
Appearance (大鼠,腹腔) 5400mg/kg。 50 白色片状或针状结晶;微臭,具有潮解性;极易溶于水,微溶于热乙醇,不溶于冷乙醇、乙醚和苯;分解点为202℃;LD
Density1.11
Boiling Point248°C at 760 mmHg

别名和识别编码

Chemical Name4-Aminobutyric Acid
CAS Number56-12-2
Alfabeta NameAMINOBUTYRICACID 4-
MDL NumberMFCD00008226
Synonym γ-Aminobutyric acid {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
PubChem Substance ID87561936
EC Number200-258-6
Beilstein Registry Number906818
Merck Number430
Chemical Name Translation4-氨基丁酸
Reaxys-RN906818
Wiswesser Line NotationZ3VQ
LabNetwork Molecule IDLN00174731
Canonical SMILESO=C(O)CCCN
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分类

  • {SNA} A-F, A-L, Amino Acid Standards, Amino Acid, Peptide & Protein Standards, Analytical Standards, Flavor and Fragrance Standards, Food & Beverage Standards, Food and Cosmetic Component Standards, Metabolites of Glutamine Metabolism, 分析/色谱, 按字母排序, 癌症代谢, 癌症发生过程中的谷氨酰胺代谢, 癌症研究, 细胞生物学, 香精香料
  • {SNA} Agonists, Amino Acid, Amino acids, Functional Foods, GABA and Glycine Receptor Modulators, GABAergic, GABAergics, GABAergics - GABA-B Agonists, GPCR Modulators,
  • {SNA} A

产品应用

  • 大脑中主要的抑制型神经递质; GABAA 和 GABAB 受体兴奋剂;增加Cl− 传导性。

相关文献及参考

  • [2]. Okada R, et al. Gamma-aminobutyric acid (GABA)-mediated neural connections in the Drosophila antennal lobe. J Comp Neurol. 2009 May 1;514(1):74-91.
  • [3]. Chen S, et al. Effects of dietary gamma-aminobutyric acid supplementation on the intestinal functions in weaning piglets. Food Funct. 2019 Jan 2.
  • Merck:14,430
  • Merck:14,430 Beilstein:4(3)1316
  • Schwartz-Bloom, R.D., Sah, R. J. Neurochem. 77 , 353, (2001)
  • [1]. Watanabe M, et al. GABA and GABA receptors in the central nervous system and other organs. Int Rev Cytol. 2002;213:1-47.
  • [1]. Watanabe M, et al. GABA and GABA receptors in the central nervous system and other organs. Int Rev Cytol. 2002;213:1-47.
  • [2]. Okada R, et al. Gamma-aminobutyric acid (GABA)-mediated neural connections in the Drosophila antennal lobe. J Comp Neurol. 2009 May 1;514(1):74-91.
  • [3]. Chen S, et al. Effects of dietary gamma-aminobutyric acid supplementation on the intestinal functions in w

安全信息

Warnings IRRITANT
GHS Symbol
WGK Germany2
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes Xi
RTECSES6300000
Precautionary statements
  • 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
Signal word Warning
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 Wear suitable protective clothing 穿戴适当的防护服;
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Storage condition RT, protect from light {LY} RT, protect from light Store at RT. Store at room temperature {} {LY} RT, protect from light {} {} {LY} RT, protect from light {} {} {} {LY} RT, protect from light {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {}
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 5400 mg/kg
TOXIC EFFECTS :
   Behavioral - general anesthetic
   Behavioral - altered sleep time (including change in righting reflex)
   Lungs, Thorax, or Respiration - other changes
REFERENCE :
   AITEAT Archivum Immunologiae et Therapiae Experimentalis. (Ars Polona, POB
   1001, 00-068 Warsaw 1, Poland)  V.10-    1962-  Volume(issue)/page/year:
   13,70,1965

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2748 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
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: 145,233,1963

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intracerebral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 18 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   BCPCA6 Biochemical Pharmacology.  (Pergamon Press Inc., Maxwell House,
   Fair

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 4950 mg/kg
TOXIC EFFECTS :
   Behavioral - general anesthetic
   Behavioral - altered sleep time (including change in righting reflex)
   Lungs, Thorax, or Respiration - other changes
REFERENCE :
   AITEAT Archivum Immunologiae et Therapiae Experimentalis. (Ars Polona, POB
   1001, 00-068 Warsaw 1, Poland)  V.10-    1962-  Volume(issue)/page/year:
   13,70,1965

其他信息

  • MSDS 信息:GABA(56-12-2).msds
  • MOL 文件:20-79-1.mol
  • FEMA:4288
  • Hazard Note:Irritant
  • 下游产品:4-二甲基氨基丁酸盐酸盐 --> 阿尼西坦 --> 4-马来酰亚胺丁酸 --> 4-氨基丁酸甲酯盐酸盐 --> 阿仑膦酸 --> 2-羟基-4-氨基丁酸
  • 用途四:大脑中主要的抑制型神经递质; GABAA 和 GABAB 受体兴奋剂;增加Cl- 传导性。
  • TCI Shanghai:4-氨基正丁酸 4-Aminobutyric Acid,>;98.0%(T)(56-12-2)
  • 参考质量标准:含量不少于98.5%;分解点为195-198℃;水溶性试验、干燥失重、氯化物、硫酸盐、铁、重金属、炽灼残渣等项均合格。
  • MOL 文件:56-12-2.mol
  • Sigma Aldrich:56-12-2(sigmaaldrich)
  • 用途二:用于生化研究,医药上用于治疗肝昏迷和脑血管障碍引起的各种疾病。
  • 图谱信息:4-氨基丁酸(56-12-2)质谱(MS) 4-氨基丁酸(56-12-2)核磁图( 1 HNMR) 4-氨基丁酸(56-12-2)红外图谱(IR1) 4-氨基丁酸(56-12-2)红外图谱(IR2)
  • 海关编码:29224995
  • Acros Organics:4-氨基丁酸 4-Aminobutyric acid, 99+%(56-12-2)
  • 4-氨基丁酸价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 62003080 4-氨基丁酸;γ-氨基丁酸;氨酪酸 5g 45元 2011/08/23 SA212902 4-氨基丁酸;γ-氨基丁酸;氨酪酸 25g 228元 2011/04/16 A0282 4-氨基丁酸 4-Aminobutyric Acid 25G 180元
  • 用途一:可降低血氨,促进大脑新陈代谢。用于治疗各种类型的肝昏迷,亦用于脑卒后遗症、脑动脉硬化症、头部外伤后遗症及尿毒症、煤气中毒等所致的昏迷。
  • 方法一:以邻苯二甲酰亚胺钾和γ-氯丁腈为原料,加热反应,用硫酸处理生成物精制而得。
  • 易溶于水,微溶于常规溶剂,不溶于乙醇、乙醚和苯。其单盐酸盐。半数致死量(大鼠,腹腔)5400mg/kg。有刺激性。
  • 用途三:医药中间体。4-氨基丁酸有降低血脂作用适用于治疗和预防各类型肝昏迷。治疗小儿麻痹症、脑溢血,并可作煤气中毒解毒剂。也用于生化研究和有机合成。
  • 方法二:有合成法和发酵法。1.合成法由吡咯烷酮开环制得。将生石灰用蒸馏水消化成石灰乳,抽入水解反应釜,加吡咯烷酮,升温至125-130℃,反应压力保持在0.29MPa,保温反应10-14h以上。反应结束后降温至30℃出料过滤,用蒸馏水洗涤。滤液加碳酸氢铵,直至无钙离子检出,再加活性炭在80℃保温脱色30min,60℃过滤,用蒸馏水洗,洗液与滤液合并,在60℃减压浓缩至析出结晶,加入乙醇,冷却、过滤、干燥,得成品,收率为85%以上。2.发酵法 使用大肠杆菌作为菌种。发酵培养基为麸皮水解液、玉米浆、蛋白胨、硫酸镁和氯化钠等。以豆油为消沫剂,用量约为0.1%,发酵单位约为100酶单位/ml发酵液。在提炼过程中,利用大肠杆菌脱羧酶的作用,将L-谷氨酸转化为γ-氨酪酸在水溶液中能解离成阳离子的特性,采用强酸性苯乙烯系阳离子交换树脂进行离子交换,氨水洗脱,提取,再经树脂纯化,浓缩、结晶、干燥后即得成品。
  • 上游原料:碳酸氢铵 --> N-甲基吡咯烷酮 --> 大豆油 --> 玉米浆 --> 2-吡咯烷酮 --> 己酰氯 --> 强酸性苯乙烯系阳离子交换树脂 --> 4-氯丁腈 --> 邻苯二甲酰亚胺钾 --> N,N,N-三(聚氧丙烯聚氧乙烯)胺
  • Alfa Aesar:4-氨基丁酸,97% 4-Aminobutyric acid, 97%(56-12-2)

系列性分类


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