2-氨基-4-苯基-6-三氟甲基嘧啶 - CAS号 26974-09-4

物化性质

熔点：

131-133

计算性质

辛醇/水分配系数(LogP)：

2.4
重原子数：

17
可旋转键数：

1
环数：

2.0
sp3杂化的碳原子比例：

0.09
拓扑面积：

51.8
氢给体数：

1
氢受体数：

6

安全信息

危险品标志：

Xi
安全说明：

S24/25
危险类别码：

R36/37/38
海关编码：

2933599090

SDS

SDS：00cfcdabddcae0dc3dbda3d446a9ec38

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Name:	4-Phenyl-6-(trifluoromethyl)-2-pyrimidinylamine 97% Material Safety Data Sheet
Synonym:
CAS:	26974-09-4

Section 1 - Chemical Product MSDS Name:4-Phenyl-6-(trifluoromethyl)-2-pyrimidinylamine 97% Material Safety Data Sheet
Synonym:

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
26974-09-4	4-Phenyl-6-(trifluoromethyl)-2-pyrimid	97%	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately.
Notes to Physician:
Treat symptomatically and supportively.

Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 26974-09-4: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 131 - 133 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C11H8F3N3
Molecular Weight: 239

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide, hydrogen fluoride gas, acrid smoke and fumes, fluorine.
Hazardous Polymerization: Has not been reported

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 26974-09-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-Phenyl-6-(trifluoromethyl)-2-pyrimidinylamine - Not listed by ACGIH, IARC, or NTP.

Section 12 - ECOLOGICAL INFORMATION

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 26974-09-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 26974-09-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 26974-09-4 is not listed on the TSCA inventory.
It is for research and development use only.

SECTION 16 - ADDITIONAL INFORMATION
N/A

上下游信息

上游原料

中文名称	英文名称	CAS号	化学式	分子量
——	4-trifluoromethyl-6-phenyl-2-acetylaminopyrimidine	1020540-98-0	C₁₃H₁₀F₃N₃O	281.237

反应信息

作为反应物：

描述：

2-氯-6-氟-苯甲醛、巯基乙酸、 2-氨基-4-苯基-6-三氟甲基嘧啶以甲苯为溶剂，反应 24.0h，以42%的产率得到2-(2-Chloro-6-fluoro-phenyl)-3-[4-phenyl-6-(trifluoromethyl)pyrimidin-2-yl]thiazolidin-4-one

参考文献：

名称：

Synthesis and evaluation of 2-(2,6-dihalophenyl)-3-pyrimidinyl-1,3-thiazolidin-4-one analogues as anti-HIV-1 agents

摘要：

A series of 2-(2,6-dihalophenyl)-3 -(substituted pyrimidinyl)-1,3-thiazolidin-4-ones were designed on the prediction of quantitative structure-activity relationship (QSAR) studies, synthesized, and evaluated as HIV-1 reverse transcriptase inhibitors. Our attempts in correlating the identified molecular surface features related properties for modeling the HIV-1 RT inhibitory activity. resulted in some statistically significant QSAR models with good predictive ability. The results showed that compounds 4m and 4n were highly active in inhibiting HIV-1 replication with EC50 values in the range of 22-28 nM in MT-4 as well as in CEM cells with selectivity indexes of > 10,000. The derived models collectively suggest that the compounds should be compact without bulky substitution on its peripheries for better HIV-1 RT inhibitory activity. These models also indicate a preference for hydrophobic compounds to obtain good HIV-1 RT inhibitory activity. (c) 2007 Published by Elsevier Ltd.

DOI：

10.1016/j.bmc.2007.02.044
作为产物：

描述：

1-phenyl-4,4,4-trifluorobut-2-yn-1-ol 在 manganese(IV) oxide 、 sodium carbonate 作用下，以二氯甲烷、乙腈为溶剂，反应 12.0h，生成 2-氨基-4-苯基-6-三氟甲基嘧啶

参考文献：

名称：

4,4,4-三氟丁-2-yn-1-酮的简便制备和转化为芳香族和杂芳香族化合物

摘要：

报道了通过氧化容易获得的相应炔丙醇来简明制备 4,4,4-三氟丁-2-yn-1-酮，以及它们作为迈克尔受体用于构建芳香族和杂芳香族化合物的用途。

DOI：

10.3762/bjoc.17.14

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文献信息

Synthesis, Fungicidal Activity and Mode of Action of 4-Phenyl-6-trifluoromethyl-2-aminopyrimidines against Botrytis cinerea

作者：Chunhui Liu、Zining Cui、Xiaojing Yan、Zhiqiu Qi、Mingshan Ji、Xinghai Li

DOI：10.3390/molecules21070828

日期：——

Anilinopyrimidines are the main chemical agents for management of Botrytis cinerea. However, the drug resistance in fungi against this kind of compounds is very serious. To explore new potential fungicides against B. cinerea, a series of 4-phenyl-6-trifluoromethyl-2-amino-pyrimidine compounds (compounds III-1 to III-22) were synthesized, and their structures were confirmed by 1H-NMR, IR and MS. Most of these compounds possessed excellent fungicidal activity. The compounds III-3 and III-13 showed higher fungicidal activity than the positive control pyrimethanil on fructose gelatin agar (FGA), and compound III-3 on potato dextrose agar (PDA) indicated high activity compared to the positive control cyprodinil. In vivo greenhouse results indicated that the activity of compounds III-3, III-8, and III-11 was significantly higher than that of the fungicide pyrimethanil. Scanning electron micrography (SEM) and transmission electron micrography (TEM) were applied to illustrate the mechanism of title compounds against B. cinerea. The title compounds, especially those containing a fluorine atom at the ortho-position on the benzene ring, could maintain the antifungal activity against B. cinerea, but their mechanism of action is different from that of cyprodinil. The present study lays a good foundation for us to find more efficient reagents against B. cinerea.

苯胺嘧啶类是防治灰葡萄孢的主要化学药剂。然而，真菌对此类化合物的耐药性非常严重。为了探索新的防治灰葡萄孢的潜在杀菌剂，合成了一系列4-苯基-6-三氟甲基-2-氨基嘧啶类化合物(III-1至III-22)，并通过1H-NMR、IR和MS确认了其结构。这些化合物大多具有优异的杀菌活性。化合物III-3和III-13在果糖明胶琼脂(FGA)上的杀菌活性高于阳性对照嘧菌胺，化合物III-3在马铃薯葡萄糖琼脂(PDA)上的活性表明其与阳性对照环丙酰菌胺相比具有高活性。温室试验结果表明，化合物III-3、III-8和III-11的活性显著高于杀菌剂嘧菌胺。通过扫描电子显微镜(SEM)和透射电子显微镜(TEM)说明了这些化合物对灰葡萄孢的作用机制。这些化合物，特别是含有苯环上邻位氟原子的化合物，能够维持对灰葡萄孢的抗真菌活性，但其作用机制与环丙酰菌胺不同。本研究为我们寻找更高效的防治灰葡萄孢的药剂奠定了良好的基础。
Convenient Synthesis of Fluoroalkyl-Substituted Heterocycles from 1-Fluoroalkyl-2-iodoalkenes

作者：Hui-Ping Guan、Xiao-Qing Tang、Bing-Hao Luo、Chang-Ming Hu

DOI：10.1055/s-1997-1376

日期：1997.12

A convenient synthesis of fluoroalkyl-substituted heterocycles including 3-trifluoromethylpyrazoles 7, 5-trifluoromethylisoxazoles 8 and 4-trifluoromethylpyrimidines 9 is described. This two-step sequence consists of a radical addition of fluoroalkyl iodides 1 to alkynes 2 to afford the corresponding alkenes 3 and condensation of 3 with hydrazine, hydroxylamine or amidines to give the afore-mentioned heterocycles, respectively. A possible pathway is suggested.

描述了一种方便的合成含氟烷基取代的杂环化合物的方法，包括3-三氟甲基吡唑7、5-三氟甲基异恶烷8和4-三氟甲基嘧啶9。该两步反应序列包括氟烷基碘化物1与炔烃2的自由基加成，生成相应的烯烃3，以及3与肼、羟胺或酰胺的缩合反应，分别得到上述杂环化合物。提出了一种可能的反应路径。
One-Pot, Atom and Step Economy (PASE) Assembly of Trifluoromethylated Pyrimidines from CF<sub>3</sub> -Ynones

作者：Alexey R. Romanov、Alexander Yu. Rulev、Igor A. Ushakov、Vasiliy M. Muzalevskiy、Valentine G. Nenajdenko

DOI：10.1002/ejoc.201700727

日期：2017.8.2

Highly efficient synthesis of 6-trifluoromethylated pyrimidines based on reaction of CF3-ynones with nitrogen 1,3-binucleophiles was developed. One-pot assembly of pyrimidine core proceeds by the cascade route via aza-Michael addition - intramolecular cyclization - dehydration sequence giving the target heterocycles in excellent yields (up to 97%). When acetamidine was used as a binucleophile, the

开发了基于CF3-炔酮与1,3-双亲核试剂氮反应的6-三氟甲基化嘧啶的高效合成方法。嘧啶核的一锅组装通过aza-Michael加成的级联途径进行-分子内环化-脱水序列以优异的收率（最高97％）得到目标杂环。当将乙am用作双亲核试剂时，观察到意想不到的向乙two中添加了两当量的 -炔酮。
NOVEL HETEROCYCLE COMPOUNDS AND USES THEREOF

申请人：Li Peng

公开号：US20100173924A1

公开（公告）日：2010-07-08

The invention relates to chemical compounds, or pharmaceutically acceptable salts thereof of the formula (I): which penetrate the blood-brain barrier, inhibit the formation and accumulation of beta-amyloid, and are useful in the treatment of neurodegenerative diseases, particularly Alzheimer's disease. Further, the compounds of the present invention inhibit certain kinases, thereby being useful for the treatment of cancers of the central nervous system.

该发明涉及化学化合物或其药学上可接受的盐，其化学式为(I)：这些化合物可以穿过血脑屏障，抑制β-淀粉样蛋白的形成和积累，并且在神经退行性疾病，特别是阿尔茨海默病的治疗中有用。此外，本发明的化合物可以抑制某些激酶，因此对于中枢神经系统癌症的治疗也有用。
Non-nucleoside inhibitors of the hepatitis C virus NS5B RNA-dependant RNA polymerase: 2-Aryl-3-heteroaryl-1,3-thiazolidin-4-one derivatives

作者：Ravindra K. Rawal、S.B. Katti、Neerja Kaushik-Basu、Payal Arora、Zhenhua Pan

DOI：10.1016/j.bmcl.2008.10.023

日期：2008.12

Hepatitis C virus (HCV) NS5B RNA polymerase is crucial for replicating the HCV RNA genome and is an attractive target for developing anti-HCV drugs. A novel series of 2,3-diaryl-1,3-thiazolidin-4-one derivatives were evaluated for their ability to inhibit HCV NS5B. Of this series, compounds 4c, 5b, 5c and 6 emerged as more potent, displaying over 95% inhibition of NS5B RNA polymerase activity in vitro. The two most active compounds 4c and 5c exhibited an IC50 of 31.9 mu M and 32.2 mu M, respectively, against HCV NS5B. (C) 2008 Elsevier Ltd. All rights reserved.

2-氨基-4-苯基-6-三氟甲基嘧啶 | 26974-09-4

物质功能分类

分子结构分类

物化性质

计算性质

安全信息

SDS

上下游信息

反应信息

文献信息

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