氯霉素棕榈酸酯 | 530-43-8

• 物质功能分类: 分析化学 - 分析试剂 - 离子色谱试剂
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 氯霉素棕榈酸酯
• 中文别名: 软脂酸氯霉素；无味氯霉素；棕榈酸氯霉素；棕榈酸氯霉素酯；(2R,3R)-2-[(2,2-二氯乙酰基)氨基]-3-羟基-3-(4-硝基苯基)丙基棕榈酸酯
• 英文名称: chloramphenicol Palmitate
• 英文别名: threo-(1R,2R)-1-(4-nitrophenyl)-2-(dichloroacetamido)-1,3-propanediol 3-palmitate；(2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl palmitate；chloramphenicol 3'-palmitate；chlorophenicol palmitate；(2'R,3'R)-chloramphenicol 3'-palmitate；[(2R,3R)-2-[(2,2-dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl] hexadecanoate
• CAS: 530-43-8
• 化学式: C₂₇H₄₂Cl₂N₂O₆
• mdl: MFCD00083597
• 分子量: 561.546
• InChiKey: PXKHGMGELZGJQE-ILBGXUMGSA-N

物化性质

• 熔点：
  90 C
• 比旋光度：
  D26 +24.6° (c = 5 in ethanol)
• 沸点：
  691.6±55.0 °C(Predicted)
• 密度：
  1.2354 (rough estimate)
• 溶解度：
  DMSO（少量）、乙醇（少量）、乙酸乙酯（少量）
• 最大波长(λmax)：
  271nm(EtOH)(lit.)

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  37
• 可旋转键数：
  21
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.703
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26,S36,S36/37
• 危险类别码：
  R40
• WGK Germany：
  3
• 海关编码：
  29414000
• 储存条件：
  库房应保持低温、通风和干燥。

SDS

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Section 1. Chemical Product and Company Identification
Chloramphenicol palmitate
Common Name/
Trade Name
Chloramphenicol palmitate

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Section 4. First Aid Measures
Check for and remove any contact lenses. In case of contact, immediately flush eyes with plenty of water for at least
Eye Contact
15 minutes. Cold water may be used. WARM water MUST be used. Get medical attention.
In case of contact, immediately flush skin with plenty of water. Cover the irritated skin with an emollient. Remove
Skin Contact
contaminated clothing and shoes. Wash clothing before reuse. Thoroughly clean shoes before reuse. Get medical
attention.
Serious Skin Contact Wash with a disinfectant soap and cover the contaminated skin with an anti-bacterial cream. Seek medical attention.
Inhalation If inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get
medical attention.
Serious Inhalation Not available.
Do NOT induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an
Ingestion
unconscious person. Loosen tight clothing such as a collar, tie, belt or waistband. Get medical attention if symptoms
appear.
Serious Ingestion Not available.

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Section 5. Fire and Explosion Data
Flammability of the Product May be combustible at high temperature.
Auto-Ignition Temperature Not available.
Not available.
Flash Points
Not available.
Flammable Limits
These products are carbon oxides (CO, CO2), nitrogen oxides (NO, NO2...), halogenated compounds.
Products of Combustion
Fire Hazards in Presence of Slightly flammable to flammable in presence of heat.
Non-flammable in presence of shocks.
Various Substances
Risks of explosion of the product in presence of mechanical impact: Not available.
Explosion Hazards in
Slightly explosive in presence of open flames and sparks.
Presence of Various
Substances
SMALL FIRE: Use DRY chemical powder.
Fire Fighting Media
LARGE FIRE: Use water spray, fog or foam. Do not use water jet.
and Instructions
Material in powder form, capable of creating a dust explosion. As with most organic solids, fire is possible at elevated
Special Remarks on
temperatures
Fire Hazards
Fine dust dispered in air in sufficient concentrations, and in the presences of an ignition source is a potential dust
Special Remarks on
explosion hazard.
Explosion Hazards

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Section 6. Accidental Release Measures
Use appropriate tools to put the spilled solid in a convenient waste disposal container. Finish cleaning by spreading
Small Spill
water on the contaminated surface and dispose of according to local and regional authority requirements.
Use a shovel to put the material into a convenient waste disposal container. Finish cleaning by spreading water on
Large Spill
the contaminated surface and allow to evacuate through the sanitary system.
Chloramphenicol palmitate

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Section 7. Handling and Storage
Keep away from heat. Keep away from sources of ignition. Ground all equipment containing material. Do not
Precautions
ingest. Do not breathe dust. Wear suitable protective clothing. In case of insufficient ventilation, wear suitable
respiratory equipment. If ingested, seek medical advice immediately and show the container or the label. Avoid
contact with skin and eyes.
Keep container tightly closed. Keep container in a cool, well-ventilated area.
Storage

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Section 8. Exposure Controls/Personal Protection
Use process enclosures, local exhaust ventilation, or other engineering controls to keep airborne levels below
Engineering Controls
recommended exposure limits. If user operations generate dust, fume or mist, use ventilation to keep exposure to
airborne contaminants below the exposure limit.
Personal Protection Splash goggles. Lab coat. Dust respirator. Be sure to use an approved/certified respirator or equivalent. Gloves.
Personal Protection in Case Splash goggles. Full suit. Dust respirator. Boots. Gloves. A self contained breathing apparatus should be used to
avoid inhalation of the product. Suggested protective clothing might not be sufficient; consult a specialist BEFORE
of a Large Spill
handling this product.
Not available.
Exposure Limits

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Section 9. Physical and Chemical Properties
Solid. (Powdered solid.) Not available.
Physical state and O dor
appearance
Bitter.
Taste
561.55 g/mole
Molecular Weight
White.
Color
Not available.
pH (1% soln/water)
Not available.
Boiling Point
87°C (188.6°F) - 95 C (203 F)
Melting Point
Not available.
Critical Temperature
Not available.
Specific Gravity
Not applicable.
Vapor Pressure
Not available.
Vapor Density
Not available.
Volatility
Not available.
Odor Threshold
Not available.
Water/Oil Dist. Coeff.
Not available.
Ionicity (in Water)
See solubility in water, methanol, diethyl ether.
Dispersion Properties
Easily soluble in methanol, diethyl ether.
Solubility
Very slightly soluble in cold water.
Freely solubly in ethanol, chloroform, and benzene
Chloramphenicol palmitate

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Section 10. Stability and Reactivity Data
The product is stable.
Stability
Not available.
Instability Temperature
Conditions of Instability Excessive heat, dust generation.
Incompatibility with various Not available.
substances
Not available.
Corrosivity
Not available.
Special Remarks on
Reactivity
Not available.
Special Remarks on
Corrosivity
Will not occur.
Polymerization

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Section 11. Toxicological Information
Inhalation. Ingestion.
Routes of Entry
Acute oral toxicity (LD50): 2640 mg/kg [Mouse].
Toxicity to Animals
Chronic Effects on Humans May cause damage to the following organs: blood, bone marrow.
Other Toxic Effects on Slightly hazardous in case of skin contact (irritant), of ingestion, of inhalation.
Humans
Not available.
Special Remarks on
Toxicity to Animals
Human: passes through the placenta, excreted in maternal milk.
Special Remarks on
May cause adverse reproductive effects and birth defects (teratogenic).
Chronic Effects on Humans
May affect genetic material (mutagenic).
May cause cancer.
Acute Potential Health Effects:
Special Remarks on other
Skin: May cause skin irritation.
Toxic Effects on Humans
Eyes: May cause eye irritation.
Inhalation: May cause upper respiratory tract and mucous membrane irritation.
Ingestion: May be harmful if swallowed. May cause gastrointestinal tract irritation with hypermotility and diarrhea. It
may affect the bone marrow and blood (anemia, clotting, eosinophilia). It may also affect behavior/nervous
system(somnolence, ataxia, coma, convulsions,"pins and needles" or numbness in fingers ), metabolism, liver,
cardiovascular system, respiration (cyanosis), and urinary system.
Chronic Potential Health Effects:
Ingestion: Repeated or prolonged ingestion will have similar effects to acute ingestion.

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Section 12. Ecological Information
Not available.
Ecotoxicity
Not available.
BOD5 and COD
Products of Biodegradation Possibly hazardous short term degradation products are not likely. However, long term degradation products may
arise.
The products of degradation are more toxic than the product itself.
Toxicity of the Products
of Biodegradation
Not available.
Special Remarks on the
Products of Biodegradation
Chloramphenicol palmitate

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Section 13. Disposal Considerations
Waste must be disposed of in accordance with federal, state and local environmental control
Waste Disposal
regulations.

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Section 14. Transport Information
Not a DOT controlled material (United States).
DO T Cl assi fi cati on
Not applicable.
Identification
Not applicable.
Special Provisions for
Transport
DO T (Pi ctograms)

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Section 15. Other Regulatory Information and Pictograms
No products were found.
Federal and State
Regulations
California prop. 65: This product contains the following ingredients for which the State of California has found to
California
cause cancer which would require a warning under the statute: No products were found.
Proposition 65
Warnings
California prop. 65: This product contains the following ingredients for which the State of California has found to
cause birth defects which would require a warning under the statute: No products were found.
Other Regulations OSHA: Hazardous by definition of Hazard Communication Standard (29 CFR 1910.1200).
EINECS: This product is on the European Inventory of Existing Commercial Chemical Substances (EINECS No.
208-477-9).
Canada: Not listed on Canadian Domestic Substance List (DSL) or Canadian Non-Domestic Substances List (NDSL)
China: Not listed on National Inventory.
Japan: Not isted on National Inventory (ENCS).
Korea: Listed on National Inventory (KECI).
Philippines: Listed on National Inventory (PICCS).
Australia: Listed on AICS.
WHMIS (Canada) Not controlled under WHMIS (Canada).
Other Classifications
DSCL (EEC) Not available Not applicable.
Health Hazard
HMIS (U.S.A.) 1 National Fire Protection
1 Flammability
1 Association (U.S.A.)
Fire Hazard
1 0 Reactivity
Health
Reactivity
0
Specific hazard
Personal Protection E
WHMIS (Canada)
(Pictograms)
DSCL (Europe)
(Pictograms)
Chloramphenicol palmitate
TDG(Canada)
(Pictograms)
ADR (Europe)
(Pictograms)
Protective Equipment
Gloves.
Lab coat.
Dust respirator. Be sure to use an
approved/certified respirator or equivalent.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

生物活性

Chloramphenicol palmitate 是一种具有口服活性的广谱抗生素，对革兰氏阳性菌和阴性菌有广泛的抗菌作用。它通过阻断肽基转移酶的合成来抑制细菌的蛋白质合成，并可作为含有氯霉素耐药基因的转化细胞的细菌筛选试剂。

化学性质

Chloramphenicol palmitate 是一种白色或微黄色粉状结晶，熔点为90℃，极微溶于水（28℃时1.05mg/ml），能溶于甲醇、乙醇、氯仿、乙醚和苯。

用途

抗菌素类药物。

生产方法

将α-甲基吡啶及苯加入反应锅中，搅拌下加入氯霉素，保持32-37℃，滴加棕榈酰氯。加毕，继续搅拌4小时后，加入15倍体积的水，析出粗品。经洗涤、脱色和重结晶处理后，即得无味氯霉素。

分类

有毒物质

毒性分级

中毒

急性毒性

口服-小鼠 LD50: 2640毫克/公斤

可燃性危险特性

热分解会排出有毒氮氧化物和氯化物烟雾

储运特性

库房应保持低温、通风干燥

灭火剂

水、二氧化碳、泡沫、干粉

反应信息

• 作为反应物：
  描述：

  氯霉素棕榈酸酯 在 lipase borate buffer pH 7.5 作用下， 反应 5.0h， 生成 氯霉素 、 棕榈酸
  参考文献：
  名称：

  Berkel; Mehnert; Froemming, Pharmazie, 1998, vol. 53, # 5, p. 323 - 326

  摘要：

  DOI：
• 作为产物：
  描述：

  [R(R*,R*)]-2-(苄亚基氨基)-1-(4-硝基苯基)丙烷-1,3-二醇 在 吡啶 、 甲醇 、 N,N-二甲基甲酰胺 作用下， 生成 氯霉素棕榈酸酯
  参考文献：
  名称：

  Long chain esters of nitrophenylaminopropanediols and preparation thereof

  摘要：

  公开号：

  US02791595A1

文献信息

• [EN] GOLD COMPOUNDS AND THEIR USE IN THERAPY<br/>[FR] COMPOSÉS D'OR ET LEUR UTILISATION DANS LE CADRE D'UNE THÉRAPIE
  申请人：AUSPHERIX LTD

  公开号：WO2018220171A1

  公开（公告）日：2018-12-06

  Compound of formula (I) and pharmaceutically acceptable salts and solvates thereof are described, wherein: Px selected from (P1), (P2) or (P3); The compounds are useful in the prevention or treatment of a bacterial infection.

  描述了化合物的公式（I）及其药用可接受的盐和溶剂化合物，其中：Px选自（P1）、（P2）或（P3）；这些化合物在预防或治疗细菌感染方面是有用的。
• O/W TYPE EMULSION
  申请人：NOF CORPORATION

  公开号：US20190110986A1

  公开（公告）日：2019-04-18

  The present invention provides an O/W type emulsion having a volume median diameter of not more than 100 nm and containing a compound represented by the formula (1) wherein X a and X b are each independently X 1 , X 2 or a 1,4-piperazinediyl group; s is 1 or 2, R 4 is an alkyl group having 1-6 carbon atoms, n a and n b are each independently 0 or 1, R 1a , R 1b , R 2a and R 2b are each independently an alkylene group having 1-6 carbon atoms, Y a and Y b are each independently an ester bond, or the like, and R 3a and R 3b are each independently a liposoluble vitamin residue or the like.

  本发明提供了一种体积中值直径不超过100纳米的O/W型乳液，其含有由式（1）表示的化合物， 其中X a 和X b 分别独立地为X 1 、X 2 或1,4-哌嗪二基基团； s为1或2， R 4 为具有1-6个碳原子的烷基基团， n a 和n b 分别独立地为0或1， R 1a 、R 1b 、R 2a 和R 2b 分别独立地为具有1-6个碳原子的烷基基团， Y a 和Y b 分别独立地为酯键，或类似物，以及 R 3a 和R 3b 分别独立地为脂溶性维生素残基或类似物。
• [EN] ANTIBACTERIAL QUINOLINE DERIVATIVES<br/>[FR] DÉRIVÉS DE QUINOLÉINE ANTIBACTÉRIENS
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2013160435A1

  公开（公告）日：2013-10-31

  The present invention relates to novel substituted quinoline derivatives according to the general Formula (Ia) or Formula (Ib): including any stereochemically isomeric form thereof, a pharmaceutically acceptable salt thereof, a N-oxide form thereof or a solvate thereof. The claimed compounds are useful for the treatment of a bacterial infection. Also 1 claimed is a composition comprising a pharmaceutically acceptable carrier and, as active ingredient, a therapeutically effective amount of the claimed compounds, the use of the claimed compounds or compositions for the manufacture of a medicament for the treatment of a bacterial infection and a process for preparing the claimed compounds.

  本发明涉及根据一般式(Ia)或式(Ib)的新型取代喹啉衍生物：包括其任何立体化异构体、药学上可接受的盐、N-氧化物形式或溶剂化合物。所述化合物适用于治疗细菌感染。此外，还声明了包含药学上可接受的载体和所述化合物的治疗有效量作为活性成分的组合物，所述化合物或组合物用于制造治疗细菌感染药物的用途以及制备所述化合物的方法。
• ANTIBACTERIAL QUINOLINE DERIVATIVES
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：US20150065502A1

  公开（公告）日：2015-03-05

  The present invention relates to novel substituted quinoline derivatives according to the general Formula (Ia) or Formula (Ib): including any stereochemically isomeric form thereof, a pharmaceutically acceptable salt thereof, a N-oxide form thereof or a solvate thereof. The claimed compounds are useful for the treatment of a bacterial infection. Also claimed is a composition comprising a pharmaceutically acceptable carrier and, as active ingredient, a therapeutically effective amount of the claimed compounds, the use of the claimed compounds or compositions for the manufacture of a medicament for the treatment of a bacterial infection and a process for preparing the claimed compounds.

  本发明涉及根据一般式(Ia)或式(Ib)的新型取代喹啉衍生物：包括其任何立体化异构体，其药学上可接受的盐，其N-氧化物形式或其溶剂合物。所述化合物适用于治疗细菌感染。还声明了一种包含药学上可接受的载体和所述化合物的治疗有效量作为活性成分的组合物，所述化合物或组合物用于制造治疗细菌感染的药物以及制备所述化合物的方法。
• [EN] ALKYNYL PHOSPHINE GOLD COMPLEXES FOR TREATING BACTERIAL INFECTIONS<br/>[FR] COMPLEXE ALCYNYLPHOSPHINE-OR POUR TRAITER LES INFECTIONS BACTÉRIENNES
  申请人：AUSPHERIX LTD

  公开号：WO2017093544A1

  公开（公告）日：2017-06-08

  A compound of formula (I) for use in the prevention or treatment of a bacterial infection.

  一种化合物，其化学式为（I），用于预防或治疗细菌感染。