马来酸麦角新碱 | 129-51-1

• 物质功能分类: 原料药 - 激素及调节内分泌功能类药 - 垂体激素类药
• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 麦角林及其衍生物
• 中文名称: 马来酸麦角新碱
• 英文名称: ergonovine maleate
• 英文别名: ergometrine maleate；(6aR,9R)-N-[(2S)-1-hydroxypropan-2-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide;(Z)-but-2-enedioic acid
• CAS: 129-51-1
• 化学式: C₄H₄O₄*C₁₉H₂₃N₃O₂
• 分子量: 441.484
• InChiKey: YREISLCRUMOYAY-IIPCNOPRSA-N

物化性质

• 熔点：
  167 °C (decomp)
• 比旋光度：
  D25 +48 to +57°
• 沸点：
  552.4°C (rough estimate)
• 密度：
  1.2948 (rough estimate)
• 碰撞截面：
  179 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
• 稳定性/保质期：

  基本性质： 白色或微黄色的细微结晶性粉末，微有吸湿性。久置或暴露在光线下会变深色。加热至67℃会分解。该物质微溶于水和乙醇，而不溶于乙醚和氯仿。其比旋光度[α]D25为+48°至+57°（C=1溶液）。对小鼠的半数致死量（静脉注射）为8.26 mg/kg。

计算性质

• 辛醇/水分配系数(LogP)：
  1.25
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  143
• 氢给体数：
  5
• 氢受体数：
  7

安全信息

• 危险等级：
  6.1(b)
• 危险品标志：
  T
• 安全说明：
  S36/37,S45
• 危险类别码：
  R23/24/25
• WGK Germany：
  3
• 海关编码：
  29396100
• 包装等级：
  III
• 危险类别：
  6.1(b)
• 危险品运输编号：
  UN 1544 6

SDS

---

Section 1. Chemical Product and Company Identification
Ergonovine Maleate
Common Name/
Trade Name
Ergonovine Maleate

---

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. Get medical attention if irritation occurs.
Wash with soap and water. Cover the irritated skin with an emollient. Get medical attention if irritation develops.
Skin Contact
Cold water may be used.
Serious Skin Contact Not available.
If inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get
Inhalation
medical attention.
Not available.
Serious Inhalation
Do NOT induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an
Ingestion
unconscious person. If large quantities of this material are swallowed, call a physician immediately. Loosen tight
clothing such as a collar, tie, belt or waistband.
Not available.
Serious Ingestion

---

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...).
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
Risks of explosion of the product in presence of static discharge: Not available.
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
Not available.
Special Remarks on
Fire Hazards
Not available.
Special Remarks on
Explosion Hazards

---

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.
Ergonovine Maleate

---

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. If ingested, seek medical advice immediately and
show the container or the label. Keep away from incompatibles such as oxidizing agents.
Keep container tightly closed. Keep container in a cool, well-ventilated area.
Storage

---

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 Safety glasses. 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

---

Section 9. Physical and Chemical Properties
Solid. (Crystalline powder.) Odorless.
Physical state and O dor
appearance
Not available.
Taste
441.48 g/mole
Molecular Weight
White. Off-white.
Color
Not available.
pH (1% soln/water)
Not available.
Boiling Point
200°C (392°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.
Dispersion Properties
Soluble in cold water, hot water.
Solubility

---

Section 10. Stability and Reactivity Data
The product is stable.
Stability
Not available.
Instability Temperature
Conditions of Instability Excess heat, incompatible materials, light, excess dust generation.
Incompatibility with various Reactive with oxidizing agents.
substances
Not available.
Corrosivity
Ergonovine Maleate
Sensitive to light.
Special Remarks on
Reactivity
Not available.
Special Remarks on
Corrosivity
Will not occur.
Polymerization

---

Section 11. Toxicological Information
Absorbed through skin. Inhalation. Ingestion.
Routes of Entry
LD50: Not available.
Toxicity to Animals
LC50: Not available.
Chronic Effects on Humans DEVELOPMENTAL TOXICITY: Classified Reproductive system/toxin/female [POSSIBLE].
May cause damage to the following organs: central nervous system (CNS), head.
Other Toxic Effects on Slightly hazardous in case of skin contact (irritant, permeator), of ingestion, of inhalation.
Humans
Not available.
Special Remarks on
Toxicity to Animals
May affect genetic material (mutagenic).
Special Remarks on
Chronic Effects on Humans May cause adverse reproductive effects and cancer based on animal test data.
Acute Potential Health Effects:
Special Remarks on other
Skin: It may cause skin irritation, although it is not likely. It may be absorbed through the skin.
Toxic Effects on Humans
Eyes: May cause eye irritation.
Inhalation: May be harmful if inhaled. Dust may cause respiratory tract and mucous membrane irritation.
Ingestion: May be harmful if swallowed. May cause gastrointestinal tract irritation with nausea, vomiting, stomach
pains, hypermotility and diarrhea. May affect behavior/central nervous system(convulsions, dizziness, headache),
respiration (cyanosis), and skin (hair).
Chronic Potential Health Effects:
Ingestion: Prolonged or repeated ingestion may affect the blood (changes in serum composition - e.g. TP, bilirubin,
cholesterol), liver, and endocrine system (hypoglycemia).
To the best of our knowledge, the chemical, physical, and toxicological properties have not been fully investigated.

---

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 less toxic than the product itself.
Toxicity of the Products
of Biodegradation
Not available.
Special Remarks on the
Products of Biodegradation

---

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

---

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

---

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 EINECS: This product is on the European Inventory of Existing Commercial Chemical Substances (EINECS No.
204-953-5).
Canada: Not listed on Canadian Domestic Substance List (DSL) or Canadian Non-Domestic Substances List (NDSL)
China: Not listed on National Inventory.
Japan: Not listed on National Inventory (ENCS).
Korea: Not listed on National Inventory (KECI).
Philippines: Not listed on National Inventory (PICCS).
Australia: Listed on AICS.
WHMIS (Canada) Not controlled under WHMIS (Canada).
Other Classifications
This product is not classified according Not applicable.
DSCL (EEC)
to the EU regulations.
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)
TDG(Canada)
(Pictograms)
Ergonovine Maleate
ADR (Europe)
(Pictograms)
Protective Equipment
Gloves.
Lab coat.
Dust respirator. Be sure to use an
approved/certified respirator or equivalent.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

制备方法：用于生化研究和医药。

用途简介：暂无内容。

用途：用于生化研究和医药。

反应信息

• 作为反应物：
  描述：

  马来酸麦角新碱 在 碳酸氢钠 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 0.5h， 以96%的产率得到麦角新碱
  参考文献：
  名称：

  麦角新碱和甲基麦角新碱这两种来自紫花苜蓿的生物碱的晶体学和核磁共振研究

  摘要：

  麦角新碱和甲基麦角新碱是两种生物碱，用作马来酸盐，用于预防和控制产后出血。尽管这两种分子早已为人所知，但文献中的晶体学和核磁共振光谱数据很少且不一致。为了提供更多确凿的数据，我们对麦角新碱、甲基麦角新碱及其马来酸盐的 1H、13C 和 15N NMR 信号进行了仔细的核磁共振研究。这些信息可以更好地定义它们的构象平衡。此外，通过单晶X射线衍射深入研究了两种马来酸盐在固态时的立体化学和分子间相互作用，

  DOI：

  10.3390/molecules25020331
• 作为产物：
  描述：

  N,N'-羰基二咪唑 、 顺丁烯二酸 、 麦角酸 生成 马来酸麦角新碱
  参考文献：
  名称：

  BORUCKY, JAN;ANDRYSEK, STANISLAV

  摘要：

  DOI：

文献信息

• N-phenpropylcuclopentyl-substituted glutaramide derivatives as inhibitors of neutral endopeptidase
  申请人：——

  公开号：US20030105132A1

  公开（公告）日：2003-06-05

  The invention relates to compounds of formula (I) for treating for example sexual dysfunction, wherein R 1 is optionally substituted C 1-6 alkyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, hydrogen, C 1-6 alkoxy, —NR 2 R 3 or —NR 4 SO 2 R 5 ; X is the linkage —(CH 2 ) n — or —(CH 2 ) q —O— (wherein Y is attached to the oxygen); wherein one or more hydrogen atoms in linkage X may be replaced independently by C 1-4 alkoxy; hydroxy; hydroxy(C 1-3 alkyl); C 3-7 cycloalkyl; carbocyclyl; heterocyclyl; or by C 1-4 alkyl optionally substituted by one or more fluoro or phenyl groups; n is 3, 4, 5, 6 or 7; and q is 2, 3, 4, 5 or 6; and Y is phenyl or pyridyl, each of which may be substituted; or two R 8 groups on adjacent carbon atoms together with the interconnecting carbon atoms may form a fused optionally substituted 5 - or 6 -membered carbocyclic or heterocyclyic ring. 1

  该发明涉及用于治疗性功能障碍的化合物(I)的公式，其中R1是可选择取代的C1-6烷基，可选择取代的碳环烷基，可选择取代的杂环烷基，氢，C1-6烷氧基，—NR2R3或—NR4SO2R5；X是连接基—(CH2)n—或—( )q—O—（其中Y连接到氧原子）；其中连接基X中的一个或多个氢原子可以独立地被C1-4烷氧基，羟基，羟基(C1-3烷基)，C3-7环烷基，碳环烷基，杂环烷基或可选择取代的一个或多个氟或苯基的C1-4烷基替代；n为3、4、5、6或7；q为2、3、4、5或6；Y为苯基或吡啶基，每个基都可以被取代；或相邻碳原子上的两个R8基连同相互连接的碳原子可以形成一个可选择取代的5-或6-成员碳环或杂环环。
• New indazole and indolone derivatives and their use pharmaceuticals
  申请人：Allerton Norfor Charlotte Moira

  公开号：US20050267096A1

  公开（公告）日：2005-12-01

  The present invention provides for compounds of formula (I), which are a class of dopamine agonists, more particularly a class of agonists that are selective for D3 over D2. These compounds are useful for the treatment and/or prevention of sexual dysfunction, for example female sexual dysfunction (FSD), in particular female sexual arousal disorder (FSAD), hypoactive sexual desire disorder (HSDD; lack of interest in sex), female orgasmic disorder (FOD; inability to achieve orgasm); and male sexual dysfunction, in particular male erectile dysfunction (MED). Male sexual dysfunction as referred to herein is meant to include ejaculatory disorders such as premature ejaculation, anorgasmia (inability to achieve orgasm) or desire disorders such as hypoactive sexual desire disorder (HSDD; lack of interest in sex). These compounds are also useful in treating neuropsychiatric disorders and neurodegenerative disorders.

  本发明提供了一类多巴胺激动剂的化合物，具体来说是一类选择性作用于D3而非D2的激动剂。这些化合物可用于治疗和/或预防性功能障碍，例如女性性功能障碍（FSD），特别是女性性唤醒障碍（FSAD），性欲不振障碍（HSDD；对性欲缺乏兴趣），女性性高潮障碍（FOD；无法达到高潮）；以及男性性功能障碍，特别是男性勃起功能障碍（MED）。本文提到的男性性功能障碍包括射精障碍，如早泄，无法达到高潮的无性感（无法达到高潮）或性欲障碍，如性欲不振（HSDD；对性欲缺乏兴趣）。这些化合物还可用于治疗神经精神障碍和神经退行性疾病。
• [EN] AMINOPYRIDINE DERIVATIVES AS SELECTIVE DOPAMINE D3 AGONISTS<br/>[FR] DERIVES D'AMINOPYRIDINE UTILISES COMME AGONISTES SELECTIFS DE LA DOPAMINE D3
  申请人：PFIZER LTD

  公开号：WO2005115985A1

  公开（公告）日：2005-12-08

  The present invention provides for compounds of formula (I) which are a class of dopamine agonists, more particularly a class of agonists that are selective for D3 over D2. These compounds are useful for the treatment and/or prevention of sexual dysfunction, for example female sexual dysfunction (FSD), in particular female sexual arousal disorder (FSAD), hypoactive sexual desire disorder (HSDD; lack of interest in sex), female orgasmic disorder (FOD; inability to achieve orgasm); and male sexual dysfunction, in particular male erectile dysfunction (MED). Male sexual dysfunction as referred to herein is meant to include ejaculatory disorders such as premature ejaculation, anorgasmia (inability to achieve orgasm) or desire disorders such as hypoactive sexual desire disorder (HSDD; lack of interest in sex). These compounds are also useful in treating neuropsychiatric disorders and neurodegenerative disorders.

  本发明提供了一类化合物(I)，这些化合物是多巴胺激动剂的一类，更具体地说是一类选择性作用于D3而非D2的激动剂。这些化合物对于治疗和/或预防性功能障碍非常有用，例如女性性功能障碍（FSD），特别是女性性唤醒障碍（FSAD），性欲不振障碍（HSDD；对性欲缺乏兴趣），女性性高潮障碍（FOD；无法达到高潮）；以及男性性功能障碍，特别是男性勃起功能障碍（MED）。本文提到的男性性功能障碍包括射精障碍，如早泄，无法达到高潮（无法达到高潮）或性欲障碍，如性欲不振障碍（HSDD；对性欲缺乏兴趣）。这些化合物还可用于治疗神经精神障碍和神经退行性疾病。
• [EN] PRODRUG COMPOSITIONS AND METHODS OF TREATMENT<br/>[FR] COMPOSITIONS DE PROMÉDICAMENT ET PROCÉDÉS DE TRAITEMENT
  申请人：AQUESTIVE THERAPEUTICS INC

  公开号：WO2021087359A1

  公开（公告）日：2021-05-06

  Pharmaceutical compositions include a prodrug of epinephrine are described.

  药物组合物包括表述的肾上腺素前药。
• Acetyl-CoA carboxylase inhibitors
  申请人：Pfizer Inc.

  公开号：US20030187254A1

  公开（公告）日：2003-10-02

  Acetyl Coenzyme A Carboxylase inhibitors, pharmaceutical compositions containing such compounds and the use of such compounds to treat for example, Metabolic Syndrome including atherosclerosis, diabetes and obesity.

  乙酰辅酶A羧化酶抑制剂，含有此类化合物的药物组合物，以及使用此类化合物治疗代谢综合征，包括动脉粥样硬化、糖尿病和肥胖等疾病。