4-(甲氨基)安替比林 | 519-98-2

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4-(甲氨基)安替比林
• 中文别名: 2,3-二甲基-4-甲基-1-苯基-3-吡唑啉-5-酮；4-甲基氨基安替比林；1,2-二氢-1,5-二甲基-4-(甲基氨基)-2-苯基-3H-吡唑-3-酮；4-甲氨基安替比林；4-(甲基氨基)安替比林
• 英文名称: 4-methylaminoantipyrine
• 英文别名: 4-Methylaminoantipyrin；Noramidopyrine；1,5-dimethyl-4-(methylamino)-2-phenylpyrazol-3-one
• CAS: 519-98-2
• 化学式: C₁₂H₁₅N₃O
• mdl: MFCD16620361
• 分子量: 217.271
• InChiKey: JILCEWWZTBBOFS-UHFFFAOYSA-N

物化性质

• 熔点：
  50-53°C
• 沸点：
  324.5±45.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3 (20 ºC 760 Torr)
• 溶解度：
  可溶于氯仿（少许）、乙酸乙酯（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933199090
• 储存条件：
  -20℃

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 4-Methylaminoantipyrine monohydrate
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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SECTION 2: Hazards identification
Classification of the substance or mixture
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
The product does not need to be labelled in accordance with EC directives or respective national laws.
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Formula : C12H15N3O.H2O
Molecular Weight : 235,28 g/mol
No components need to be disclosed according to the applicable regulations.

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SECTION 4: First aid measures
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

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SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx)
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Avoid dust formation. Avoid breathing vapours, mist or gas.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Sweep up and shovel. Keep in suitable, closed containers for disposal.
Reference to other sections
For disposal see section 13.

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SECTION 7: Handling and storage
Precautions for safe handling
Provide appropriate exhaust ventilation at places where dust is formed.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end use(s)
Apart from the uses mentioned in section 1.2 no other specific uses are stipulated

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SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
Use equipment for eye protection tested and approved under appropriate government standards
such as NIOSH (US) or EN 166(EU).
Skin protection
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
Body Protection
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Do not let product enter drains.

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SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: powder
Colour: light orange
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

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SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: Not available
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

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SECTION 12: Ecological information
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
no data available

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SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contaminated packaging
Dispose of as unused product.

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SECTION 14: Transport information
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15: Regulatory information
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
For this product a chemical safety assessment was not carried out

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SECTION 16: Other information
Further information
Copyright 2014 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

制备方法与用途

生物活性

4-Methylamino antipyrine 是一种 Metamizole 的活性代谢产物。Metamizole 属于吡唑啉酮类非甾体抗炎药 (NSAID)，能抑制 COX。它是一种非阿片类镇痛药，用于缓解疼痛和降低体温。4-Methylamino antipyrine 具有止痛、解热及较弱的抗炎作用。

靶点

COX

体外研究

Metamizole 是一种前药，在室温及含氧环境中会自发地，非酶催化转化为 4-Methylamino antipyrine。随后，4-Methylamino antipyrine 的 N-甲基侧链会被氧化生成 4-formylaminoantipyrine，并进一步转化成 4-aminoantipyrine。Metamizole 在水溶液中与氧气的存在下会形成一组多种吡唑酮衍生物，其中 4-Methylamino antipyrine 是最重要的药理成分。

体内研究

本研究旨在评估单次肌肉注射 Metamizole 后，其活性代谢产物 4-Methylamino antipyrine 在健康雄性猪仔中的药代动力学。给八只健康的雄性猪仔（每只体重100 mg/kg）进行肌肉注射后，在0.25至48小时内可定量检测到 4-Methylamino antipyrine 的血浆浓度。4-Methylamino antipyrine 的平均最大浓度为 47.59 mg/mL，半衰期为 8.57 小时。

化学性质

油状液体。

用途

安乃近的中间体。

生产方法

通过使用氨基安替比林进行甲酸甲酰化生成 4-（甲酰氨基）安替比林，然后在碱性条件下以硫酸二甲酯甲基化，得到 4-甲酰甲氨基安替比林。将后者用水解硫酸去除甲酰基并中和后制得该产品。

反应信息

• 作为反应物：
  描述：

  4-(甲氨基)安替比林 在 soybean lipoxygenase 、 双氧水 、 horseradish peroxidase 作用下， 以 aq. phosphate buffer 为溶剂， 反应 0.08h， 生成 4-氨基安替比林
  参考文献：
  名称：

  N-甲基-4-氨基安替比林的N-脱甲基作用，间苯二酚的主要代谢物。

  摘要：

  灭蚁灵是一种在某些国家经常使用的古老镇痛药。苯甲咪唑的活性代谢产物是非酶促生成的N-甲基-4-氨基安替比林（4-MAA）及其去甲基化产物4-氨基安替比林（4-AA）。先前的研究表明，可以通过肝细胞色素P450（CYP）3A4进行4-MAA去甲基化，但其他CYP的可能贡献尚不清楚。使用人肝微粒体（HLM），肝匀浆和HepaRG细胞，我们可以通过CYP确认4-MAA去甲基化。基于CYP诱导（HepaRG细胞）和CYP抑制（HLM），我们可以确定CYP2B6、2C8、2C9和3A4是4-MAA去甲基化的主要贡献者。HLM的4-MAA脱甲基速率为280 pmol / mg蛋白质/小时，太低，无法说明人体内的4-MAA脱甲基。由于过氧化物酶可以进行N-去甲基化，我们调查了辣根过氧化物酶和人类髓过氧化物酶（MPO）。辣根过氧化物酶可以有效地使4-MAA脱甲基，具体取决于过氧化氢的浓度。对于MPO来说也是如此。该反应可饱和，Km为22

  DOI：

  10.1016/j.ejps.2018.05.003
• 作为产物：
  描述：

  metamizol