butanedioic acid O4-[4-(dimethylamino)-2-[[14-ethyl-7,12,13-trihydroxy-4-[(5-hydroxy-4-methoxy-4,6-dimethyl-2-oxanyl)oxy]-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-6-yl]oxy]-6-methyl-3-oxanyl] ester O1-ethyl ester | 1264-62-6

• 物质功能分类: 原料药 - 抗生素类药物 - 大环内酯类药
• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: butanedioic acid O4-[4-(dimethylamino)-2-[[14-ethyl-7,12,13-trihydroxy-4-[(5-hydroxy-4-methoxy-4,6-dimethyl-2-oxanyl)oxy]-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-6-yl]oxy]-6-methyl-3-oxanyl] ester O1-ethyl ester
• 英文别名: 4-O-[4-(dimethylamino)-2-[[14-ethyl-7,12,13-trihydroxy-4-(5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl)oxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-6-yl]oxy]-6-methyloxan-3-yl] 1-O-ethyl butanedioate
• CAS: 1264-62-6
• 化学式: C₄₃H₇₅NO₁₆
• 分子量: 862.1
• InChiKey: NSYZCCDSJNWWJL-UHFFFAOYSA-N

物化性质

• 熔点：
  219-224 C
• 沸点：
  778.19°C (rough estimate)
• 密度：
  1.1417 (rough estimate)
• 闪点：
  >110°(230°F)
• 溶解度：
  乙醇：可溶50mg/mL
• 颜色/状态：
  WHITE OR SLIGHTLY YELLOW, CRYSTALLINE POWDER
• 气味：
  ODORLESS OR PRACTICALLY SO
• 味道：
  PRACTICALLY TASTELESS
• 稳定性/保质期：
  AFTER RECONSTITUTION OF COMMERCIALLY AVAILABLE POWDER, SUSPENSIONS ARE STABLE FOR 10 DAYS @ 2-8 °C
• 折光率：
  INDEX OF REFRACTION: 1.490 (ALPHA), 1.515 (BETA), 1.567 (GAMMA)
• 解离常数：
  PKA 7.1

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  60
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  226
• 氢给体数：
  4
• 氢受体数：
  17

ADMET

毒理性

• 人类毒性摘录

在超敏反应中包括发热、嗜酸性粒细胞增多和皮肤疹，每一种都可能出现单独或组合出现；停止治疗不久后它们就会消失。...可能会产生刺激性影响。口服给药...常伴有上腹部不适，这可能相当严重。/红霉素/

AMONG HYPERSENSITIVITY REACTIONS ARE FEVER, EOSINOPHILIA, & SKIN ERUPTIONS, EACH OF WHICH MAY OCCUR ALONE OR IN COMBINATION; THEY DISAPPEAR SHORTLY AFTER THERAPY IS STOPPED. ...MAY PRODUCE IRRITATIVE EFFECTS. ORAL ADMIN...FREQUENTLY ACCOMPANIED BY EPIGASTRIC DISTRESS, WHICH MAY BE QUITE SEVERE. /ERYTHROMYCIN/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 人类毒性摘录

静脉注射超过100毫克的剂量会产生...严重疼痛...持续数小时；静脉输注1克剂量...几乎经常会导致血栓性静脉炎。 ...6名患者...在以4克/天...静脉给药治疗期间出现听力困难。 ...停止治疗后...听力完全恢复正常... /红霉素/

IM INJECTION OF QUANTITIES LARGER THAN 100 MG PRODUCES...SEVERE PAIN... PERSISTS FOR HR: IV PERFUSIONS OF 1-G DOSES...ALMOST REGULARLY IS FOLLOWED BY THROMBOPHLEBITIS. ...6 PT...DEVELOPED DIFFICULTY IN HEARING WHILE BEING TREATED WITH 4 G/DAY...IV. ... CESSATION...LED TO COMPLETE RETURN OF NORMAL HEARING... /ERYTHROMYCIN/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 人类毒性摘录

一例因使用红霉素琥乙酯导致60岁女性肝毒性的病例报告。

A CASE REPORT OF HEPATOTOXICITY RESULTING FROM ERYTHROMYCIN ETHYLSUCCINATE THERAPY IN 60-YR-OLD FEMALE IS DESCIRBED.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

红霉素琥乙酯在肠道中部分解离；红霉素和未解离的酯都被吸收，在血液中，酯被水解以释放自由红霉素。

ERYTHROMYCIN ETHYLSUCCINATE IS PARTIALLY DISSOCIATED IN INTESTINE; BOTH ERYTHROMYCIN & UNDISSOCIATED ESTER ARE ABSORBED &, IN THE BLOOD, THE ESTER IS HYDROLYZED TO RELEASE FREE ERYTHROMYCIN.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

红霉素琥乙酯口服给药后能够被充分吸收，特别是当胃为空时。服用500毫克片剂后1到2小时，血浆中的峰浓度达到1.5微克/毫升（0.5微克/毫升的基础物质）。

ERYTHROMYCIN ETHYLSUCCINATE...IS ADEQUATELY ABSORBED FOLLOWING ORAL ADMINISTRATION, PARTICULARLY WHEN THE STOMACH IS EMPTY. PEAK CONCENTRATIONS IN PLASMA ARE 1.5 UG/ML (0.5 UG/ML OF BASE) 1 TO 2 HR AFTER ADMINISTRATION OF A 500 MG TABLET.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

在患者中，红霉素的平均胆汁水平大约是静脉注射（红霉素乳糖酸盐）和肌肉注射（红霉素琥珀酸酯）1小时后相应血清浓度的10倍。

IN PATIENTS, MEAN BILE LEVELS OF ERYTHROMYCIN WERE APPROXIMATELY 10 TIMES HIGHER THAN CORRESPONDING SERUM CONCN 1 HR AFTER IV (ERYTHROMYCIN LACTOBIONATE) & IM (ERYTHROMYCIN SUCCINATE) INJECTION.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

在健康的成年受试者以及患有支气管感染的成年患者中，研究了不同剂型的红霉素的药代动力学。红霉素琥乙酯比红霉素硬脂酸盐更适合口服治疗，因为它能快速且一致地被吸收。

IN HEALTHY ADULT SUBJECTS & IN ADULT PATIENTS WITH BRONCHIAL INFECTIONS, PHARMACOKINETICS OF VARIOUS FORMULATIONS OF ERYTHROMYCIN WERE STUDIED. ERYTHROMYCIN ETHYLSUCCINATE WAS BETTER THAN ERYTHROMYCIN STEARATE FOR ORAL TREATMENT IN THAT IT WAS RAPIDLY & CONSISTENTLY ABSORBED.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S36
• 危险类别码：
  R42/43
• WGK Germany：
  2
• 海关编码：
  2941500000
• 危险品运输编号：
  NONH for all modes of transport
• RTECS号：
  WM9800000
• 储存条件：
  | 2-8°C |

SDS

---

Section 1. Chemical Product and Company Identification
Erythromycin ethylsuccinate Catalog
Common Name/
Number(s).
Trade Name
CAS# C43H75NO16
Manufacturer
RTECS WM9800000
SPECTRUM CHEMICAL MFG. CORP.
TSCA TSCA 8(b) inventory: No
products were found.
Commercial Name(s) Not available.
CI# Not available.
Synonym Erythromycin 2'-(ethyl butanedioate)
IN CASE OF EMERGENCY
Not available.
Chemical Name
Chemical Family Not available. CALL [phone]
Not available.
Chemical Formula
SPECTRUM CHEMICAL MFG. CORP.

---

Section 2.Composition and Information on Ingredients
Exposure Limits
TWA (mg/m3) STEL (mg/m3) CEIL (mg/m3)
Name CAS # % by Weight
1) Erythromycin ethylsuccinate C43H75NO16 100
Toxicological Data Erythromycin ethylsuccinate:
on Ingredients ORAL (LD50): Acute: >5000 mg/kg [Mouse].

---

Section 3. Hazards Identification
Potential Acute Health Effects Hazardous in case of skin contact (irritant), of eye contact (irritant), of ingestion, of inhalation (lung irritant).
Slightly hazardous in case of skin contact (permeator).
Potential Chronic Health CARCINOGENIC EFFECTS: Not available.
MUTAGENIC EFFECTS: Not available.
Effects
TERATOGENIC EFFECTS: Not available.
DEVELOPMENTAL TOXICITY: Not available.
Repeated or prolonged exposure is not known to aggravate medical condition.
Erythromycin ethylsuccinate

---

Section 4. First Aid Measures
Eye Contact Check for and remove any contact lenses. Immediately flush eyes with running water for at least 15 minutes,
keeping eyelids open. Cold water may be used. Do not use an eye ointment. Seek medical attention.
Skin Contact After contact with skin, wash immediately with plenty of water. Gently and thoroughly wash the contaminated skin
with running water and non-abrasive soap. Be particularly careful to clean folds, crevices, creases and groin.
Cover the irritated skin with an emollient. If irritation persists, seek medical attention. Wash contaminated
clothing before reusing.
Serious Skin Contact Wash with a disinfectant soap and cover the contaminated skin with an anti-bacterial cream. Seek medical
attention.
Inhalation Allow the victim to rest in a well ventilated area. Seek immediate medical attention.
Serious Inhalation Not available.
Ingestion Do not induce vomiting. Loosen tight clothing such as a collar, tie, belt or waistband. If the victim is not
breathing, perform mouth-to-mouth resuscitation. Seek immediate medical attention.
Serious Ingestion Not available.

---

Section 5. Fire and Explosion Data
Flammability of the Product May be combustible at high temperature.
Auto-Ignition Temperature Not available.
Flash Points Not available.
Flammable Limits Not available.
Not available.
Products of Combustion
Fire Hazards in Presence of Not available.
Various Substances
Explosion Hazards in Presence Risks of explosion of the product in presence of mechanical impact: Not available.
of Various Substances Risks of explosion of the product in presence of static discharge: Not available.
Fire Fighting Media SMALL FIRE: Use DRY chemical powder.
and Instructions LARGE FIRE: Use water spray, fog or foam. Do not use water jet.
Special Remarks on Not available.
Fire Hazards
Special Remarks on Explosion Not available.
Hazards

---

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

---

Section 7. Handling and Storage
Precautions Keep away from heat. Keep away from sources of ignition. Empty containers pose a fire risk, evaporate the
residue under a fume hood. Ground all equipment containing material. Do not 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
Storage Keep container dry. Keep in a cool place. Ground all equipment containing material. Keep container tightly
closed. Keep in a cool, well-ventilated place. Combustible materials should be stored away from extreme heat
and away from strong oxidizing agents.

---

Section 8. Exposure Controls/Personal Protection
Engineering Controls Use process enclosures, local exhaust ventilation, or other engineering controls to keep airborne levels below
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 of Splash goggles. Full suit. Dust respirator. Boots. Gloves. A self contained breathing apparatus should be used
a Large Spill to avoid inhalation of the product. Suggested protective clothing might not be sufficient; consult a specialist
BEFORE handling this product.
Exposure Limits Not available.

---

Section 9. Physical and Chemical Properties
Physical state and appearance Solid. (Crystalline solid.) Odor Not available.
Taste Not available.
862.07 g/mole
Molecular Weight
Color White to yellowish.
pH (1% soln/water) Not available.
Boiling Point Not available.
Melting Point Not available.
Critical Temperature Not available.
Specific Gravity Not available.
Not applicable.
Vapor Pressure
Vapor Density Not available.
Volatility Not available.
Odor Threshold Not available.
Water/Oil Dist. Coeff. Not available.
Not available.
Ionicity (in Water)
Dispersion Properties Not available.
Very slightly soluble in cold water.
Solubility

---

Section 10. Stability and Reactivity Data
The product is stable.
Stability
Instability Temperature Not available.
Not available.
Conditions of Instability
Incompatibility with various Not available.
substances
Erythromycin ethylsuccinate
Corrosivity Non-corrosive in presence of glass.
Special Remarks on Not available.
Reactivity
Special Remarks on Not available.
Corrosivity
Polymerization No.

---

Section 11. Toxicological Information
Routes of Entry Eye contact. Inhalation. Ingestion.
Toxicity to Animals Acute oral toxicity (LD50): >5000 mg/kg [Mouse].
Chronic Effects on Humans Not available.
Other Toxic Effects on Hazardous in case of skin contact (irritant), of ingestion, of inhalation (lung irritant).
Humans Slightly hazardous in case of skin contact (permeator).
Special Remarks on Not available.
Toxicity to Animals
Special Remarks on Not available.
Chronic Effects on Humans
Special Remarks on other Not available.
Toxic Effects on Humans

---

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

---

Section 13. Disposal Considerations
Waste Disposal

---

Section 14. Transport Information
DOT Classification Not a DOT controlled material (United States).
Identification Not applicable.
Special Provisions for Not applicable.
Transport
Erythromycin ethylsuccinate
DOT (Pictograms)

---

Section 15. Other Regulatory Information and Pictograms
TSCA 8(b) inventory: No products were found.
Federal and State
Regulations
California
Proposition 65
Warnings
Other Regulations EINECS: This product is on the European Inventory of Existing Commercial Chemical Substances.
WHMIS (Canada) Not controlled under WHMIS (Canada).
Other Classifications
DSCL (EEC) R36/37/38- Irritating to eyes,
respiratory system and skin.
Health Hazard
HMIS (U.S.A.) 2 National Fire Protection
1 Flammability
1 Association (U.S.A.)
Fire Hazard
2 0 Reactivity
Health
Reactivity
0
Specific hazard
Personal Protection
E
WHMIS (Canada)
(Pictograms)
DSCL (Europe)
(Pictograms)
TDG (Canada)
(Pictograms)
ADR (Europe)
(Pictograms)
Protective Equipment
Gloves.
Lab coat.
Dust respirator. Be sure to use an
approved/certified respirator or
equivalent.
Erythromycin ethylsuccinate

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

生物活性

Erythromycin Ethylsuccinate 是一种口服的大环内酯类抗菌素，由链霉菌产生。它可以可逆地结合细菌50S核糖体并抑制蛋白合成。

体外研究

Erythromycin 对金黄色葡萄球菌、肺炎链球菌、化脓性链球菌、流感嗜血杆菌、卡他莫拉菌、百日咳杆菌、淋球菌、空肠弯曲杆菌、幽门螺旋杆菌和伯氏疏螺旋体均具有抗菌活性。此外，Erythromycin 还是一种胃动素受体激动剂，它作为胃肠道肌动活性的有效激动剂发挥作用。

在体外研究中，Erythromycin 引导对超大剂量乙酰胆碱产生50%的最大收缩响应所需的浓度为2 μM。取代50%标记的胃动素所需浓度为13 μM。值得注意的是，Erythromycin 对大鼠或狗十二指肠的肌条没有作用，但在人体肌肉条中诱导了收缩。

化学性质

白色结晶性粉末。

用途

Erythromycin 属于抗生素类药物，主要用于治疗青霉素耐药的葡萄球菌感染。