CAS: 924-49-2; 4-Amino-3-Hydroxybutanoic Acid

该化合物是一种在蛋白合成中起着关键作用的氨酸,其特点是存在一个氨基组(-NH2),一个氢氧基(-OH)和一个附于四碳脊柱的碳球酸组(-COOH),该化合物因其氢氧化乙烯组而被归类为极性,顺性氨酸,这增加了其在水中的溶解性.L-threonine对人类至关重要,这意味着它必须通过饮食获得,因为身体无法合成它.它涉及各种代谢过程,包括蛋白质,...

英文名称4-Amino-3-Hydroxybutanoic Acid
中文名称4-氨基-3-羟基丁酸
IUPAC名称4-amino-3-hydroxybutanoic acid
CAS编号924-49-2
MFCD编号:MFCD00008141
EINECS号:213-106-9
分子式:C4H9NO3
分子量:119.12
产品CID: 1962142
产品分类化学试剂 → 有机试剂 → 脂肪酸

相似结构搜索
InChIKey: YQGDEPYYFWUPGO-UHFFFAOYNA-N
InChI=1/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8)…
计算化学: 氢键受体数4.0氢键供体数3.0可旋转键数3.0

物理性质

熔点223 °C (分解)(文献)
沸点374.5±32.0 °C at 760 mmHg
闪点180.3±25.1 °C
密度1.3±0.1 g/cm3
pKa:pK1: 3.834(+1);pK2: 9.487(0) (25°C,μ=0.1)
PSA:83.55
LogP:-1.73
折射率1.511
蒸汽压0.0±1.9 mmHg at 25°C
溶解性Water (Sparingly)
敏感性常温常压下稳定，避免与强氧化剂接触。
外观形态白色至黄色粉末
储存条件置于阴暗处,密封, 常温干燥保存

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2
严重眼刺激类别2A
警示词Warning(警告)
危险描述H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
防范说明P261-P264-P271-P280-P302+P352-P305+P351+P338
UN编号NONH for all modes of transport
危险品标志Xi
安全声明26-36
危险类别码36/37/38
WGK Germany3

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

合成工艺路线路线简述

170726-96-2 = 924-49-2
反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water; 3 H,Rt -> Reflux; Cooled1.2 Reagents: Barium Carbonate; 1 H,Basified,Heated1.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 71.4 Reagents: Amberlite Ir 120
标题:An Efficient Synthesis Of (R)-Gabob And Of (+/-)-Gabob
作者:Sahin,Engin; Kishali,Nurhan; Kelebekli,Latif; Mete,Ebru; Secen,Hasan; Et Al
参考文献:Organic Preparations And Procedures International 日期:2007 卷标:39(5) 页码:509-513]

74889-64-8 = 924-49-2
反应条件:1.1 Reagents: Sulfuric Acid; 5 Min,Heated1.2 Solvents: Water; 3 H,Reflux1.3 Reagents: Barium Carbonate; 1 H,Heated1.4 Reagents: Sulfuric Acid Solvents: Water; Neutralized
标题:A Short Synthesis Of 4-Amino-3-Hydroxybutyric Acid (Gabob) Via Allyl Cyanide
作者:Mete,E.; Maras,A.; Secen,H.
参考文献:Russian Chemical Bulletin (Translation Of Izvestiya Akademii Nauk 日期:2003 卷标:52(8) 页码:1879-1881]

121596-88-1 = 924-49-2
反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water
标题:Carboxy- And Cyano-Hydroxylation Of Alkenes. Synthesis Of 3-Hydroxy-4-Amino Acids And Butyrolactones Via The Isoxazoline Route
作者:Halling,Karen; Thomsen,Ib; Torssell,Kurt B. G.
参考文献:Liebigs Annalen Der Chemie 日期:1989 卷标:(10) 页码:985-90]

25747-41-5 = 924-49-2 [标题:Reaction Conditions
标题:Carboxyl Synthesis From Carboxylic Acid Derivatives
作者:Jain,N. F.; Masse,C. E.
参考文献:Science Of Synthesis 日期:2006 卷标:20 页码:75-92]

7013-07-2 = 924-49-2
反应条件:1.1 Reagents: Sulfuric Acid
标题:Asymmetric Epoxidation Of Homoallylic Alcohols. Synthesis Of (-)-γ-Amino-β-(R)-Hydroxybutyric Acid (Gabob)
作者:Rossiter,Bryant E.; Sharpless,K. Barry
参考文献:Journal Of Organic Chemistry 日期:1984 卷标:49(20) 页码:3707-11]

26329-66-8 = 924-49-2 [标题:Reaction Conditions
标题:γ-Amino-α-Hydroxybutyric Acid
参考文献:Japan]

= 924-49-2 [标题:Reaction Conditions
标题:A Journey Toward The Syntheses Of γ-Amino-β-Hydroxybutyric Acid (Gabob) And Carnitine
作者:Tadiparthi,Krishnaji; Anand,Pragya
参考文献:Organic Process Research & Development 日期:2021 卷标:25(9) 页码:2008-2019]

= 924-49-2 [标题:Reaction Conditions
标题:Preparation Of 4-Amino-3-Hydroxybutyric Acid
参考文献:Japan]

= 924-49-2 [标题:Reaction Conditions
标题:3-Hydroxy-4-Aminobutyric Acid
参考文献:Japan]

= 924-49-2 [标题:Reaction Conditions
标题:Total Synthesis Of (R)-Glycerol Acetonide And The Antiepileptic And Hypotensive Drug (-)-γ-Amino-β-Hydroxybutyric Acid (Gabob): Use Of Vitamin C As A Chiral Starting Material
作者:Jung,Michael E.; Shaw,Teresa J.
参考文献:Journal Of The American Chemical Society 日期:1980 卷标:102(20) 页码:6304-11]

847599-34-2 = 924-49-2
反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water; 18 H,90 °C
标题:The Synthesis Of Baclofen And Gabob Via Rh(Ii) Catalyzed Intramolecular C-H Insertion Of α-Diazoacetamides
作者:Chen,Zhenliang; Chen,Zhiyong; Jiang,Yaozhong; Hu,Wenhao
参考文献:Tetrahedron 日期:2005 卷标:61(6) 页码:1579-1586]

25747-40-4 = 924-49-2
反应条件:1.1 Reagents: Water Solvents: Water
标题:Convenient Synthesis Of (Rs)-4-Amino-3-Hydroxybutyric Acid
作者:Pinza,Mario; Pifferi,Giorgio
参考文献:Journal Of Pharmaceutical Sciences 日期:1978 卷标:67(1) 页码:120-1]

16011-09-9 = 924-49-2
反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water
标题:γ-Aminocrotonic Acid. Vinylogs Of α-Amino Acids
作者:Balenovic,I. K.; Jambresic,I.; Urbas,B.
参考文献:Journal Of Organic Chemistry 日期:1954 卷标:19 页码:1589-93]

1346530-93-5 = 924-49-2
反应条件:1.1 Solvents: Water; 20 Min,Ph 8,30 °C1.2 Reagents: Phosphoric Acid Solvents: Water
标题:N-Carbamoyl-β-Alanine Amidohydrolase From Agrobacterium Tumefaciens C58: A Promiscuous Enzyme For The Production Of Amino Acids
作者:Martinez-Gomez,A. I.; Andujar-Sanchez,M.; Clemente-Jimenez,J. M.; Neira,J. L.; Rodriguez-Vico,F.; Et Al
参考文献:Journal Of Chromatography B: Analytical Technologies In The Biomedical And Life Sciences 日期:2011 卷标:879(29) 页码:3277-3282]

135056-42-7 = 924-49-2
反应条件:1.1 Reagents: Sodium Solvents: Ammonia1.2 Reagents: Hydrochloric Acid Solvents: Water
标题:Oxaziridine-Mediated Ring Expansions Of Substituted Cyclobutanones: Synthesis Of (-)-γ-Amino-β-Hydroxybutyric Acid (Gabob)
作者:Aube,Jeffrey; Wang,Yuguang; Ghosh,Shomir; Langhans,Kendra L.
参考文献:Synthetic Communications 日期:1991 卷标:21(5) 页码:693-701]

= 924-49-2 [标题:Reaction Conditions
标题:γ-Amino-β-Hydroxybutyric Acid
参考文献:Japan]

25747-41-5 = 924-49-2 [标题:Reaction Conditions
标题:γ-Amino-β-Hydroxybutyric Acid
参考文献:Japan]

54238-27-6 = 924-49-2
反应条件:1.1 Reagents: Hydrochloric Acid
标题:Synthesis And Properties Of Pyrrolin-2-Ones
作者:Baker,Josefina T.; Sifniades,Stylianos
参考文献:Journal Of Organic Chemistry 日期:1979 卷标:44(15) 页码:2798-800]

= 924-49-2 [标题:Reaction Conditions
标题:Oxidative Degradation Of β- And γ-Amino Acids By Contact Glow Discharge Electrolysis
作者:Harada,Kaoru; Terasawa,Junichi
参考文献:Chemistry Letters 日期:1980 卷标:(4) 页码:441-4]

= 924-49-2 [标题:Reaction Conditions
标题:Synthesis And Resolution Of (3Rs)-4-Amino-3-Hydroxybutananilide
作者:Miyamoto,Shigetoshi; Shigeoka,Satoshi; Imaki,Katsuhiro; Kurono,Masayasu
参考文献:Yakugaku Zasshi 日期:1979 卷标:99(6) 页码:633-41

N-(3-Cyano-2-Hydroxy-Propyl)-Benzamide置于氢溴酸体系中,化学反应生成 4-氨基-3-羟基丁酸
参考文献:Notes-Improved Synthesis Of Dl-Carnitine Hydrochloride
标题:Notes-Improved Synthesis Of Dl-Carnitine Hydrochloride
摘要:
DOI:10.1021/jo01353A606

海关参考信息

2905122000-异丙醇
2905399001-1,3-丙二醇
2912110000-甲醛
2912120000-乙醛
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专利信息

专利号:US-2020354404-A1
优先权日:2019-05-09
标题 :Peptidomimetic agents, synthesis and uses thereof
发明人：AL-ABED YOUSEF
权利人:FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH
摘要:Compounds for use in synthesis of peptidomimetic agents; synthesis of peptidomimetic agents; peptidomimetic diagnostic and therapeutic agents; and uses of the compounds and peptidomimetic agents in drug discovery, diagnosis, prevention and treatment of diseases are described.

专利号:US-5419966-A
优先权日:1991-06-10
标题 :Solid support for synthesis of 3'-tailed oligonucleotides
发明人：REED MICHAEL W; MEYER JR RICH B; PETRIE CHARLES R; TABONE JOHN C
权利人:MICROPROBE CORP
摘要:A solid support for oligonucleotide synthesis has the structure where CPG represents a controlled pore glass matrix, the wavy line represents a carbon chain covalently linking the NH group with the controlled pore glass matrix, X is 2,2'-dimethoxytrityl or H, and R is alkyl, aryl, arylalkyl, heteroalkyl, or heteroaryl. The dimethoxytrityl group is removed from the solid support by treatment with acid, and the oligonucleotide is built, step-by-step in a conventional synthesizer after attachment of the 3' end of the first oligonucleotide unit to the hydroxyl function connected to the R group.

专利号:US-2023037284-A9
优先权日:2018-11-30
标题:Combination therapy of peptidomimetic macrocycles
发明人：GUERLAVAIS VINCENT; ANNIS DAVID ALLEN
权利人:AILERON THERAPEUTICS INC
摘要:The present disclosure describes the synthesis of peptidomimetic macrocycles and methods of using peptidomimetic macrocycles to treat a condition. The present disclosure also describes methods of using peptidomimetic macrocycles in combination with at least one additional pharmaceutically-active agent for the treatment of a condition, for example, cancer.

专利号:US-2008214827-A1
优先权日:2004-02-03
标题:Synthesis of Cyanoimino-Benzoimidazoles
发明人：GOEHRING R RICHARD; WHITEHEAD JOHN; SHAO BIN
权利人:EURO CELTIQUE SA
摘要:Disclosed in certain embodiments is a process for synthesizing a compound of formula (V) and salts thereof.

专利号:EP-2354120-A1
优先权日:2003-08-20
标题 :Synthesis of acyloxyalkyl carbamate prodrugs and intermediates thereof
发明人：GALLOP MARK A; YAO FENMEI; LUDWIKOW MARIA J; PHAN THU; PENG GE
权利人:XENOPORT INC
摘要:The present invention relates to acyloxyalkyl carbamate prodrugs of (Â±)-4-amino-3-(4-fluorophenyl)butanoic acid and analogs thereof, pharmaceutical compositions thereof, methods of making prodrugs of (Â±)-4-amino-3-(4-fluorophenyl)butanoic acid and analogs thereof, methods of using prodrugs of (Â±)-4-amino-3-(4-tluorophenyl)butanoic acid and analogs thereof, and pharmaceutical compositions thereof for treating or preventing common diseases and/or disorders such as spasticity and/or acid reflux disease. The present invention also relates to acyloxyalkyl carbamate prodrugs of (Â±)-4-amino-3-(4-fluorophenyl)butanoic acid and analogs thereof which are suitable for oral administration and to sustained release oral dosage forms thereof.

专利号:US-2025084410-A1
优先权日:2015-01-12
标题:Incorporation of unnatural nucleotides and methods thereof
发明人：PTACIN JEROD; MALYSHEV DENIS A; CAFFARO CAROLINA E
权利人:SYNTHORX INC
摘要:Disclosed herein are methods, compositions and kits for the synthesis of proteins which comprises unnatural amino acids that utilize a mutant tRNA.

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主要参考文献

参考标题:A Facile Synthesis Of Isotope Labeled Acylcarnitines
作者:Xiaojun Dai,Chao Lv,Jianguo Sun,Shuwei Li |发布日期:2021.5.15
摘要:Acylcarnitines Are A Big Family Of Small Molecule Metabolites With Various Acyl Groups Attached To The Hydroxyl Moiety Of L-Carnitine. They Are Good Indicators Of Multiple Metabolic Disorders. For Instance, The Newborn Screening Panel Uses Flow Injection Tandem Mass Spectrometry To Analyze More Than 30 Different Acylcarnitines And Amino Acids Extracted From Dried Blood Spots. A Facile Approach Has

合成参考文献

参考文献:10.1042/bj1020511
摘要:Turner JM, Willetts AJ. Amino ketone formation and aminopropanol-dehydrogenase activity in rat-liver preparations. Biochem J. 1967 Feb;102(2):511–9.

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