(Z)-2-(2-三苯甲氨基噻唑-4-基)-2-甲氧亚氨基乙酸 | 64485-90-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 中文名称: (Z)-2-(2-三苯甲氨基噻唑-4-基)-2-甲氧亚氨基乙酸
• 中文别名: 三羟甲基丙烷三(2-巯基乙酸酯)；三苯甲基氨噻肟酸
• 英文名称: 2-(2-aminothiazol-4-yl)-2-(methoxy)iminoacetic acid
• 英文别名: (Z)-2-(2-Tritylaminothiazol-4-yl)-2-methoxyiminoacetic acid；(2Z)-2-methoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetic acid
• CAS: 64485-90-1
• 化学式: C₂₅H₂₁N₃O₃S
• 分子量: 443.526
• InChiKey: PKPGSMOHYWOGJR-SLMZUGIISA-N

物化性质

• 沸点：
  642.4±65.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿、DMSO、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  7

安全信息

• 危险品标志：
  Xn
• 海关编码：
  2934100090

SDS

Name:	2-(2-Tritylaminothiazole-4-Yl)-2-Methoxyiminoacetic Acid Material Safety Data Sheet
Synonym:	Beta-(Methoxyimino)-2-((Triphenylmethyl)Amino)-4-Thiazoleacetic Acid
CAS:	64485-90-1

Section 1 - Chemical Product MSDS Name:2-(2-Tritylaminothiazole-4-Yl)-2-Methoxyiminoacetic Acid Material Safety Data Sheet
Synonym:Beta-(Methoxyimino)-2-((Triphenylmethyl)Amino)-4-Thiazoleacetic Acid

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
64485-90-1	2-(2-Tritylaminothiazole-4-Yl)-2-Metho	97%	unlisted

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam. Use agent most appropriate to extinguish fire.

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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. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 64485-90-1: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves and clothing 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.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: off-white
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 170 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: insoluble
Specific Gravity/Density:
Molecular Formula: C25H21N3O3S.HCl
Molecular Weight: 479.94

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, nitrogen oxides, carbon monoxide, oxides of sulfur, irritating and toxic fumes and gases, carbon dioxide, nitrogen.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 64485-90-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-(2-Tritylaminothiazole-4-Yl)-2-Methoxyiminoacetic Acid Hy - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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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.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 64485-90-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 64485-90-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 64485-90-1 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  (Z)-2-(2-三苯甲氨基噻唑-4-基)-2-甲氧亚氨基乙酸 在 吡啶 、 苯甲醚 、 三氟乙酸 、 三氯氧磷 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 头孢妥仑匹酯
  参考文献：
  名称：

  Synthesis and Oral Activity of Pivaloyloxymethyl 7-((Z)-2-(2-Aminothiazol-4-yl)-2-methoxyiminoacetamido)-3(Z)-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylate(ME1207) and Its Related Compound.

  摘要：

  7-[2-(2-氨基噻唑-4-基)-2(Z)-甲氧亚胺乙酰氨基]-3(Z)-(4-甲基噻唑-5-基)乙烯-3-头孢烯-4-羧酸（11，ME1206）及其3-trans异构体（13）被制备用于测试抗菌活性。这些化合物对革兰氏阳性菌和革兰氏阴性菌均表现出优秀的抗菌活性，包括 β-内酰胺酶产生菌株。通过与酰基碘代匹伐酸酯酯化反应，制备了这些化合物（11和13）的匹伐酸氧甲基酯（12和14）。其中，匹伐酸氧甲基 7-[(Z)-2-(2-氨基噻唑-4-基)-2-甲氧亚胺乙酰氨基]-3(Z)-(4-甲基噻唑-5-基)乙烯-3-头孢烯-4-羧酸酯（12，ME1207）在小鼠口服给药后显示出良好的尿液回收率。

  DOI：

  10.1248/cpb.39.2433
• 作为产物：
  描述：

  氨噻肟酸乙酯 在 sodium hydroxide 、 三乙胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 生成 (Z)-2-(2-三苯甲氨基噻唑-4-基)-2-甲氧亚氨基乙酸
  参考文献：
  名称：

  头孢菌素一CHAINES氨基-2-噻唑基-4- acetyles：影响德拉存在等德拉配置D'未GROUPE氧亚氨基1河畔L'激活Google antibacterienne

  摘要：

  描述了具有反（E）和顺（Z）构型的2-（2-氨基-4-噻唑基）2-（羟基或烷氧基）-亚氨基乙酸衍生物的合成。通过这些化合物，已经实现了7β-氨基头孢烷酸（7-ACA）的氨基的酰化。这两个由此带来的一系列的头孢derivatives-防和顺式相对于它们的抗菌活性-are明显不同。一些合成化合物具有迄今为止所观察到的最高的抗菌活性。

  DOI：

  10.1016/0040-4020(78)89034-6

文献信息

• Studies on orally active cephalosporins. II. Synthesis and structure-activity relations of new ((E) or (Z) 3-substituted carbamoyloxy)-1-propenyl cephalosporins.
  作者：SHIGETO NEGI、MANABU SASHO、MOTOSUKE YAMANAKA、ISAO SUGIYAMA、YUKI KOMATSU、AKIHIKO TSURUOKA、ATSUSHI KAMADA、ITARU TSUKADA、RYOICHI HIRUMA、KANEMASA KATSU、YOSHIMASA MACHIDA

  DOI：10.7164/antibiotics.47.1526

  日期：——

  In an effort to find a new oral cephalosporin with well-balanced antibacterial spectrum, good oral absorbability and long plasma half-life, a series of oxyimino aminothiazolyl 3-[(E)- or (Z)-N-substituted carbamoyloxy]propenyl cephems was synthesized and evaluated for antibacterial activity and oral absorbability. The substituents of the carbamoyloxy group affected their in vitro activity and bioavailability

  为了寻找一种具有良好平衡的抗菌谱，良好的口服吸收性和长血浆半衰期的新型口服头孢菌素，一系列氧亚氨基氨基噻唑基3-[（E）-或（Z）-N-取代的氨基甲酰氧基]丙烯基头孢烯合成并评估其抗菌活性和口服吸收性。氨基甲酰氧基的取代基在C-4位口服新戊酰氧基甲基酯后会影响其体外活性和生物利用度。在C-3位上具有N，N-二甲基氨基甲酰氧基部分的化合物显示出良好的口服吸收和均衡的抗菌活性。在该报告中，描述了3-（N-取代的氨基甲酰氧基）-丙烯基头孢烯的结构-活性关系和结构-口服吸收性关系。
• Esters of cephalosporin derivitives
  申请人：American Cyanamid Company

  公开号：US04914091A1

  公开（公告）日：1990-04-03

  Adamantane 1 carbonyloxymethyl 7.beta.-[2-(2-aminothiazol-4-yl)-(Z)-2-methoxyiminoacetamido]-3-[(1,2,3-th iadiazol-5 yl)-thiomethyl]ceph-3-em-4 carboxylate is disclosed. It and other esters are used as orally administered anti bacterials".

  Adamantane 1 carbonyloxymethyl 7.beta.-[2-(2-aminothiazol-4-yl)-(Z)-2-methoxyiminoacetamido]-3-[(1,2,3-thiadiazol-5-yl)-thiomethyl]ceph-3-em-4 carboxylate 被公开。它和其他酯类化合物被用作口服抗菌药。
• β-Lactams. XII.: A study of the synthesis of N-unsubstituted β-lactams, and of 4-styryl monobactams
  作者：Denise Dugat、George Just、Soumya Sahoo

  DOI：10.1139/v87-014

  日期：1987.1.1

  A few types of amines XNH₂ were investigated for the formation of β-lactams via the cycloaddition of the corresponding Schiff bases with azidoacetyl chloride. Among the β-lactams formed, only the N-p,p′-dimethoxybenzhydryl compounds could be transformed to N-unsubstituted azetidinones by removal of the N-substituent with ceric ammonium nitrate. Conversion of those N-unsubstituted intermediates to 3-acylated monobactams was studied in the 4-styryl series.

  研究了几种胺类化合物XNH₂，通过它们相应的希夫碱与叠氮乙酰氯的环加成反应形成β-内酰胺。在形成的β-内酰胺中，只有N-对,对'-二甲氧基二苯基化合物可以通过使用硝酸铵去除N-取代基转化为N-未取代的氮杂环酮。研究了那些N-未取代中间体转化为3-酰基单巴坦的过程，特别是在4-苯乙烯基系列中。

• Novel cephalosporin derivatives possessing a bicyclic heterocycle at the 3-Position. Part II: Synthesis and antibacterial activity of 3-(5-Methylthiazolo[4,5- c ]pyridinium-2-yl)thiomethylcephalosporin derivatives and related compounds
  作者：Masaki Tsushima、Yuko Kano、Eijiro Umemura、Katsuyoshi Iwamatsu、Atsushi Tamura、Seiji Shibahara

  DOI：10.1016/s0968-0896(98)00103-5

  日期：1998.9

  evaluated for antibacterial activity. Some of these cephalosporin derivatives having a (5-alkylthiazolo[4,5-c]pyridinium-2-yl)thiomethyl group at the 3-position showed strong activity against Gram-positive and Gram-negative bacteria, including Pseudomonas aeruginosa. Among them, 5a showed a good antibacterial spectrum in vitro, and also showed a similar or slightly superior activity to that of ceftazidime

  合成了一系列在3-位具有噻唑并吡啶鎓基团的头孢菌素衍生物，并评估了其抗菌活性。这些在3-位具有（5-烷基噻唑并[4，5-c]吡啶-2-基）硫代甲基的头孢菌素衍生物中的一些表现出对包括铜绿假单胞菌在内的革兰氏阳性和革兰氏阴性细菌的强活性。其中，5a在体外显示出良好的抗菌谱，并且在体内对铜绿假单胞菌也显示出与头孢他啶类似或稍强的活性。
• Cephalosporin derivatives
  申请人：Meiji Seika Kaisha, Ltd.

  公开号：US05332731A1

  公开（公告）日：1994-07-26

  A new class of cephalosporin derivatives is provided, which is useful as antibacterial agent to be particularly suitable for oral administrations in mammals including man, and which is represented by general formula (I) ##STR1## wherein R.sup.1 is a hydrogen atom or a lower alkyl group; R.sup.2 is a hydrogen atom or an ester-forming group capable of being cleaved easily with an esterase existing in the digestive tracts; n is an integer of zero or 1; Z is a saturated heterocyclic group containing one or two oxygen atoms as the hetero-atoms with or without one or more lower alkyl substituents, or a pharmaceutically acceptable salt thereof.

  提供了一类新的头孢菌素衍生物，其作为抗菌剂特别适用于包括人类在内的哺乳动物的口服给药，其由通式（I）表示：##STR1##其中R1是一个氢原子或低级烷基组；R2是一个氢原子或能够被消化道中存在的酯酶轻易裂解的酯形成组；n是零或1的整数；Z是一个含有作为杂原子的一个或两个氧原子的饱和杂环组，带有或不带有一个或多个低级烷基取代基，或其药学上可接受的盐。