2-Phenylacetamide
(Synonyms: 2-苯乙酰胺) 目录号 : GC60483
A metabolite of L-phenylalanine
Cas No.:103-81-1
Sample solution is provided at 25 µL, 10mM.
;)
,-1-7$$$37316672.jpg');)
;)
;)
$$$36806353.jpg');)
;33(7)%EF%BC%9A546-561$$$37156877.jpg');)
;)
;)
;)
%201124-1138.$$$35908550.jpg');)
%20766-780.$$$37100057.jpg');)
%20418-432.$$$36893736.jpg');)
%EF%BC%9A-240-255.$$$35108512.jpg');)
533-545$$$36543525.jpg');)
%201-13.$$$36600053.jpg');)
;)
Quality Control & SDS
- View current batch:
- Purity: >99.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
2-Phenylacetamide is a metabolite of L-phenylalanine .1,2 It increases the proliferation of MCF-7 cells, an effect that can be blocked by the estrogen receptor (ER) antagonist ICI 182780 .3 It also increases the levels of luteinizing hormone and estrogen and the expression of estrogen receptor α (ERα) and ERβ in the uterus of immature female mice. Urinary levels of 2-phenylacetamide are increased in male obese patients compared with non-obese males.1
1.Yu, H.-T., Fu, X.-Y., Xu, B., et al.Untargeted metabolomics approach (UPLC-Q-TOF-MS) explores the biomarkers of serum and urine in overweight/obese young menAsia Pac. J. Clin. Nutr.27(5)1067-1076(2018) 2.Guan, Y., Hu, W., Xu, Y., et al.Metabolomics and physiological analyses validates previous findings on the mechanism of response to wounding stress of different intensities in broccoliFood Res. Int.140110058(2021) 3.Zeng, M., Li, M., Li, M., et al.2-Phenylacetamide isolated from the seeds of Lepidium apetalum and its estrogen-like effects in vitro and in vivoMolecules23(9)2293(2018)
| Cas No. | 103-81-1 | SDF | |
| 别名 | 2-苯乙酰胺 | ||
| Canonical SMILES | O=C(N)CC1=CC=CC=C1 | ||
| 分子式 | C8H9NO | 分子量 | 135.16 |
| 溶解度 | DMSO : 27mg/mL; Water : 27mg/mL | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
||
| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
 |
1 mg | 5 mg | 10 mg |
| 1 mM | 7.3986 mL | 36.9932 mL | 73.9864 mL |
| 5 mM | 1.4797 mL | 7.3986 mL | 14.7973 mL |
| 10 mM | 0.7399 mL | 3.6993 mL | 7.3986 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
2-Phenylacetamide Isolated from the Seeds of Lepidium apetalum and Its Estrogen-Like Effects In Vitro and In Vivo
Molecules 2018 Sep 7;23(9):2293.PMID:30205508DOI:10.3390/molecules23092293.
The aim of this study was to investigate the estrogen-like effects of 2-Phenylacetamide (PA), which is the main compound isolated from the seeds of Lepidium apetalum Willd (LA). Results showed that LA and PA could promote the proliferation of MCF-7 cells. The mouse uterine weight test showed that, LA and PA could increase the uterus index of immature female mice, and the levels of luteinizing hormone (LH) and estrogen (E2). LA could increase the expression of ERα and ERβ, while PA could increase the expression of ERα, ERβ and GPR30 in the uterus and MCF-7 cells. In addition, co-incubation of the estrogen receptor blocker with LA or PA abolished the inductive effect of the proliferation. PA has estrogenic activities and was the material basis of LA that played the estrogenic effect. LA and PA might be used for the treatment of perimenopause syndrome in a novel application.
Non-fentanyl-derived synthetic opioids emerging during recent years
Forensic Toxicol 2022;40(2):234-243.PMID:35528111DOI:10.1007/s11419-022-00624-y.
Purpose: Since the appearance of fentanyl followed by its many kinds of analogues around 1988, North America has been exposed to fierce synthetic opioid pandemic resulting in more than 130,000 deaths due to their overdoses until May 2019, when China declared to prohibit the licit fentanyl analog production. However, the Chinese announcement did not go into force in USA due to the adroit strategies of tough traffickers. Thus, contrary to the expectation, the number of synthetic opioid products and their poisoning cases in USA has increased by about 30%; especially, various benzimidazole synthetic opioids have revived on the illicit drug market during a recent few years. In this article, the recent abrupt changes in the situations of illicit synthetic opioid market and their current abuses are described. Methods: Various databases, such as SciFinder, Google, and Google Scholar, were utilized to collect relevant reports referring old but newly appearing synthetic opioids. Results: At the present time, there are several families of new synthetic opioids, which are not fentanyl derivatives; MT-45 and its analogs, benzamide and 2-Phenylacetamide opioids (U-series opioids), and benzimidazole opioids. Most of the above substances had been developed in 1950s to 1970s, but had never been used as analgesic medicines, because of their severe adverse effects, such as respiratory depression, physical dependence, and resulting deaths. However, there is possibility that these drugs will become main illicit synthetic opioids in place of the fentanyl analogs during coming several years from this time. Conclusions: All of the above non-fentanyl-derived families had been developed 50-70 years ago to establish them as analgesic medicines, but had been unsuccessful. These drugs largely appeared in the illicit drug markets in North America, Europe, and Australia, during recent years. Pharmacological, toxicological, and metabolic studies are insufficient for benzamide and 2-Phenylacetamide opioids, and are very scant especially for benzimidazole opioids. This time we should start studying pharmacotoxicology of the newly emerging synthetic opioids to alert forensic toxicologists in the world and to suppress their rapid and wide spread in the world. Supplementary information: The online version contains supplementary material available at 10.1007/s11419-022-00624-y.
Non-fentanyl-derived synthetic opioids emerging during recent years
Forensic Toxicol 2022 Jul;40(2):234-243.PMID:36454418DOI:10.1007/s11419-022-00624-y.
Purpose: Since the appearance of fentanyl followed by its many kinds of analogues around 1988, North America has been exposed to fierce synthetic opioid pandemic resulting in more than 130,000 deaths due to their overdoses until May 2019, when China declared to prohibit the licit fentanyl analog production. However, the Chinese announcement did not go into force in USA due to the adroit strategies of tough traffickers. Thus, contrary to the expectation, the number of synthetic opioid products and their poisoning cases in USA has increased by about 30%; especially, various benzimidazole synthetic opioids have revived on the illicit drug market during a recent few years. In this article, the recent abrupt changes in the situations of illicit synthetic opioid market and their current abuses are described. Methods: Various databases, such as SciFinder, Google, and Google Scholar, were utilized to collect relevant reports referring old but newly appearing synthetic opioids. Results: At the present time, there are several families of new synthetic opioids, which are not fentanyl derivatives; MT-45 and its analogs, benzamide and 2-Phenylacetamide opioids (U-series opioids), and benzimidazole opioids. Most of the above substances had been developed in 1950s to 1970s, but had never been used as analgesic medicines, because of their severe adverse effects, such as respiratory depression, physical dependence, and resulting deaths. However, there is possibility that these drugs will become main illicit synthetic opioids in place of the fentanyl analogs during coming several years from this time. Conclusions: All of the above non-fentanyl-derived families had been developed 50-70 years ago to establish them as analgesic medicines, but had been unsuccessful. These drugs largely appeared in the illicit drug markets in North America, Europe, and Australia, during recent years. Pharmacological, toxicological, and metabolic studies are insufficient for benzamide and 2-Phenylacetamide opioids, and are very scant especially for benzimidazole opioids. This time we should start studying pharmacotoxicology of the newly emerging synthetic opioids to alert forensic toxicologists in the world and to suppress their rapid and wide spread in the world.
The scent of age
Proc Biol Sci 2003 May 7;270(1518):929-33.PMID:12803907DOI:10.1098/rspb.2002.2308.
In many species, older males are often preferred mates because they carry 'good' genes that account for their viability. How females discern a male's age is a matter of question. However, for animals that rely heavily on chemical communication there is some indication that an animal's age can be determined by its scent. To investigate whether there are changes in body odours with age, and if so their composition, mice were trained in a Y-maze to discriminate urine odours of donor mice of different ages: Adult (3-10 months old) and Aged (more than 17 months old). Trained mice could discriminate between these two age groups by odour alone. To determine the chemical basis for these discriminations, studies were performed using gas chromatography and mass spectrometry. These analyses demonstrated differences in the ratio of urinary volatiles with age. The most prominent differences involved significantly greater amounts of 2-Phenylacetamide and significantly lower amounts of methylbutyric acids in Aged animals relative to Adult animals. Fractionating and manipulating the levels of these compounds in the urine demonstrated that the mice can distinguish age based on variation in amounts of these specific compounds in the combined urine.
Dissimilarity in the Chemical Behavior of Osmaoxazolium Salts and Osmaoxazoles: Two Different Aromatic Metalladiheterocycles
Organometallics 2021 Dec 27;40(24):4150-4162.PMID:35264819DOI:10.1021/acs.organomet.1c00621.
The preparation of aromatic hydride-osmaoxazolium and hydride-oxazole compounds is reported and their reactivity toward phenylacetylene investigated. Complex [OsH(OH)(≡CPh)(IPr)(PiPr3)]OTf (1; IPr = 1,3-bis(2,6-diisopropylphenyl)imidazolylidene, OTf = CF3SO3) reacts with acetonitrile and benzonitrile to give [OsH{κ2-C,O-[C(Ph)NHC(R)O]}(NCR)(IPr)(PiPr3)]OTf (R = Me (2), Ph (3)) via amidate intermediates, which are generated by addition of the hydroxide ligand to the nitrile. In agreement with this, the addition of 2-Phenylacetamide to acetonitrile solutions of 1 gives [OsH{κ2-C,O-[C(Ph)NHC(CH2Ph)O]}(NCCH3)(IPr)(PiPr3)]OTf (4). The deprotonation of the osmaoxazolium ring of 2 and 4 leads to the oxazole derivatives OsH{κ2-C,O-[C(Ph)NC(R)O]}(IPr)(PiPr3) (R = Me (5), CH2Ph (6)). Complexes 2 and 4 add their Os-H and Os-C bonds to the C-C triple bond of phenylacetylene to afford [Os{η3-C 3 ,κ1-O-[CH2C(Ph)C(Ph)NHC(R)O]}(NCCH3)2(IPr)]OTf (R = Me (7), CH2Ph (8)), bearing a tridentate amide-N-functionalized allyl ligand, while complexes 5 and 6 undergo a vicarious nucleophilic substitution of the hydride at the metal center with the alkyne, via the compressed dihydride adduct intermediates OsH2(C≡CPh){κ2-C,O-[C(Ph)NC(R)O]}(IPr)(PiPr3) (R = Me (9), CH2Ph (10)), which reductively eliminate H2 to yield the acetylide-osmaoxazoles Os(C≡CPh){κ2-C,O-[C(Ph)NC(R)O]}(IPr)(PiPr3) (R = Me (11), CH2Ph (12)).