2,2,5,5-四甲基-3-吡啉-1-氧基-3-羧酸 | 2154-67-8

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 中文名称: 2,2,5,5-四甲基-3-吡啉-1-氧基-3-羧酸
• 中文别名: 2,2,5,5-四甲基-3-吡咯啉-1-氧基-3-甲酸
• 英文名称: 2,2,5,5,-tetramethyl-3-pyrroline-1-oxyl-3-carboxylic acid
• 英文别名: 2,2,5,5-tetramethyl-3-pyrrolin-1-oxyl-3-carboxylic acid；3-Carboxy-2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxy
• CAS: 2154-67-8
• 化学式: C₉H₁₆NO₃
• 分子量: 186.231
• InChiKey: QILCUDCYZVIAQH-UHFFFAOYSA-N

物化性质

• 熔点：
  202 °C
• 沸点：
  318.16°C (rough estimate)
• 密度：
  1.1776 (rough estimate)
• 溶解度：
  易溶于可溶于氯仿、甲醇
• 稳定性/保质期：
  在常温常压下保持稳定，应避免与强氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 安全说明：
  S24/25
• 储存条件：
  密封储存，应存放在阴凉干燥的库房中。

SDS

Name:	2 2 5 5-Tetramethyl-3-Pyrrolin-1-Oxyl- 3-Carboxylic Acid 99% (Titr.) Material Safety Data Sheet
Synonym:	None
CAS:	2154-67-8

Section 1 - Chemical Product MSDS Name:2 2 5 5-Tetramethyl-3-Pyrrolin-1-Oxyl- 3-Carboxylic Acid 99% (Titr.) Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
2154-67-8	1H-Pyrrol-1-Yloxy,3-Carboxy-2,5-Dihydr	99	218-447-7

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. The toxicological properties of this material have not been fully investigated.
Skin:
May cause skin irritation. The toxicological properties of this material have not been fully investigated.
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.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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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:
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:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 2154-67-8: 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 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: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 202 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: C9H14NO3
Molecular Weight: 184.22

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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:
Carbon monoxide, oxides of nitrogen, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 2154-67-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1H-Pyrrol-1-Yloxy,3-Carboxy-2,5-Dihydro-2,2,5,5-Tetramethyl- - 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# 2154-67-8: No information available.
Canada
CAS# 2154-67-8 is listed on Canada's NDSL List.
CAS# 2154-67-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 2154-67-8 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2,2,5,5-四甲基-3-吡啉-1-氧基-3-羧酸 、 2,4-二氨基苯甲醛 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 N-(3-amino-4-formylphenyl)-1-hydroxy-2,2,5,5-tetramethyl-3-pyrrolin-1-oxyl-3-carboxamide
  参考文献：
  名称：

  [EN] BIOSYNTHETICALLY GENERATED PYRROLINE-CARBOXY-LYSINE AND SITE SPECIFIC PROTEIN MODIFICATIONS VIA CHEMICAL DERIVATIZATION OF PYRROLINE-CARBOXY-LYSINE AND PYRROLYSINE RESIDUES
  [FR] PYRROLINE-CARBOXY-LYSINE PRODUITE PAR BIOSYNTHÈSE ET MODIFICATIONS DE PROTÉINES SPÉCIFIQUES DE SITE OBTENUES PAR UNE DÉRIVATISATION CHIMIQUE DE PYRROLINE-CARBOXY-LYSINE ET DE RÉSIDUS DE PYRROLYSINE

  摘要：

  本文披露了吡咯酮羧基赖氨酸（PCL），一种吡咯赖氨酸类似物，它是一种天然的、生物合成产生的氨基酸，以及生物合成生成PCL的方法。本文还披露了含有PCL的蛋白质、多肽和肽以及将PCL纳入这些蛋白质、多肽和肽中的方法。本文还披露了具有PCL或吡咯赖氨酸的蛋白质、多肽和肽的特定位点衍生化。本文还披露了具有PCL或吡咯赖氨酸的蛋白质、多肽和肽的交联。

  公开号：

  WO2010048582A1

文献信息

• Nitroxyl compound and diagnostic media based thereon useful for
  申请人：Schering Aktiengesellschaft

  公开号：US04845090A1

  公开（公告）日：1989-07-04

  Diagnostic media suitable for NMR diagnoses contain compounds of Formula I ##STR1## wherein is a single bond or a double bond, X is the grouping --(CH.sub.2).sub.n -- or, if is a single bond, also the grouping --NHCO(CH.sub.2).sub.n -- wherein n means 0 to 4, m means the numbers 0, 1, or 2, R.sub.1 is an alkyl residue substituted by hydroxy groups, acyloxy groups and/or alkylidenedioxy groups, R.sub.2 has the same meanings as R.sub.1 or is a hydrogen atom or an alkyl residue, R.sub.3 and R.sub.4 are alkyl residues, and R.sub.5 and R.sub.6 are alkyl residues optionally substituted by hydroxy groups.

  适用于核磁共振诊断的诊断介质包含Formula I的化合物，其中是单键或双键，X是基团--(CH.sub.2).sub.n --或者，如果是单键，也是基团--NHCO(CH.sub.2).sub.n --其中n表示0到4，m表示数字0、1或2，R.sub.1是被羟基、酰氧基和/或烷基二氧基基团取代的烷基残基，R.sub.2具有与R.sub.1相同的含义，或者是氢原子或烷基残基，R.sub.3和R.sub.4是烷基残基，R.sub.5和R.sub.6是烷基残基，可以选择地被羟基取代。
• WO2023/36993
  申请人：——

  公开号：——

  公开（公告）日：——
• [EN] BIOSYNTHETICALLY GENERATED PYRROLINE-CARBOXY-LYSINE AND SITE SPECIFIC PROTEIN MODIFICATIONS VIA CHEMICAL DERIVATIZATION OF PYRROLINE-CARBOXY-LYSINE AND PYRROLYSINE RESIDUES<br/>[FR] PYRROLINE-CARBOXY-LYSINE PRODUITE PAR BIOSYNTHÈSE ET MODIFICATIONS DE PROTÉINES SPÉCIFIQUES DE SITE OBTENUES PAR UNE DÉRIVATISATION CHIMIQUE DE PYRROLINE-CARBOXY-LYSINE ET DE RÉSIDUS DE PYRROLYSINE
  申请人：IRM LLC

  公开号：WO2010048582A1

  公开（公告）日：2010-04-29

  Disclosed herein is pyrroline-carboxy-lysine (PCL), a pyrrolysine analogue, which is a natural, biosynthetically generated amino acid, and methods for biosynthetically generating PCL. Also disclosed herein are proteins, polypeptides and peptides that have PCL incorporated therein and methods for incorporating PCL into such proteins, polypeptides and peptides. Also disclosed herein is the site-specific derivatization of proteins, polypeptides and peptides having PCL or pyrrolysine incorporated therein. Also disclosed herein is the crosslinking of proteins, polypeptides and peptides having PCL or pyrrolysine incorporated therein.

  本文披露了吡咯酮羧基赖氨酸（PCL），一种吡咯赖氨酸类似物，它是一种天然的、生物合成产生的氨基酸，以及生物合成生成PCL的方法。本文还披露了含有PCL的蛋白质、多肽和肽以及将PCL纳入这些蛋白质、多肽和肽中的方法。本文还披露了具有PCL或吡咯赖氨酸的蛋白质、多肽和肽的特定位点衍生化。本文还披露了具有PCL或吡咯赖氨酸的蛋白质、多肽和肽的交联。