盐酸氨吖啶 | 134-50-9

• 物质功能分类: 原料药 - 人工合成抗感染类药 - 消毒防腐药
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 盐酸氨吖啶
• 中文别名: 9-氨基吖啶盐酸盐
• 英文名称: acridin-9-amine hydrochloride
• 英文别名: 9-aminoacridine hydrochloride；9-aminoacridinium chloride；Acridin-9-amine;hydron;chloride；acridin-9-amine;hydron;chloride
• CAS: 134-50-9
• 化学式: C₁₃H₁₀N₂*ClH
• mdl: MFCD00012663
• 分子量: 230.697
• InChiKey: FTGPOQQGJVJDCT-UHFFFAOYSA-N

物化性质

• 物理描述：
  9-aminoacridine hydrochloride appears as pale yellow crystals. One of the most highly fluorescent substances. (NTP, 1992)
• 颜色/状态：
  PALE YELLOW CRYSTALS
• 气味：
  ODORLESS
• 味道：
  BITTER TASTE
• 溶解度：
  less than 1 mg/mL at 72° F (NTP, 1992)

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  2
• 氢受体数：
  2

ADMET

毒理性

• 相互作用

研究旨在测试蛋氨酸可能作为某些DNA甲基化反应的抑制剂的可能性，包括与大肠杆菌DAM+基因产物相关联的腺嘌呤残基的甲基化，这对错配修复起着重要作用。推理认为，如果蛋氨酸在沙门氏菌属伤寒菌中抑制与DAM+基因产物等效的基因产物，可能会使细胞在表型上表现为DAM-，在这种情况下，它们应该与大肠杆菌DAM突变体相似，对2-氨基嘌呤和9-氨基吖啶的突变率会增加。结果显示，蛋氨酸略微增加了在2-氨基嘌呤处理后，从碱基对替换的沙门氏菌属伤寒菌TRPE8菌株中获得的色氨酸+回复突变体的产量，但它对9-氨基吖啶处理的TA1537菌株细胞产生了非常强大的抗突变作用。

STUDY WAS DESIGNED TO TEST POSSIBILITY THAT ETHIONINE MIGHT ACT AS INHIBITOR OF CERTAIN DNA METHYLATION REACTIONS, INCL METHYLATION OF ADENINE RESIDUES WHICH IS ASSOC WITH PRODUCT OF ESCHERICHIA COLI DAM+ GENE & PLAYS IMPORTANT PART IN MISMATCH REPAIR. IT WAS REASONED THAT INHIBITION OF GENE PRODUCT EQUIVALENT TO THE DAM+ GENE PRODUCT BY ETHIONINE IN SALMONELLA TYPHIMURIUM MIGHT MAKE THE CELLS PHENOTYPICALLY DAM-, IN WHICH CASE THEY SHOULD RESEMBLE THE ESCHERICHIA COLI DAM MUTANTS IN BEING HYPERMUTABLE BY 2-AMINOPURINE & 9-AMINOACRIDINE. RESULTS SHOW THAT ETHIONINE DOES SLIGHTLY ENHANCE YIELD OF TRP+ REVERTANTS OBTAINED FROM BASE-PAIR SUBSTITUTION SALMONELLA TYPHIMURIUM STRAIN TRPE8 FOLLOWING TREATMENT WITH 2-AMINOPURINE, BUT THAT IT EXERTS VERY POWERFUL ANTIMUTAGENIC EFFECT IN CELLS OF STRAIN TA1537 TREATED WITH FRAMESHIFT MUTAGEN 9-AMINOACRIDINE.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

对兔眼有中等伤害。

...MODERATELY INJURIOUS TO RABBIT EYES.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

在虹鳟鱼性腺、蓝鳃鱼苗和硬头鳕胚胎的成纤维细胞系中，当在8种诱变剂（包括9-氨基吖啶）的存在的条件下，以不同浓度孵化72小时时，细胞的数量随着培养基中化学物质含量的增加而持续下降。这表示随着诱变剂浓度的增加，毒性增加。这种反应是处理过的细胞不分裂的结果，而未处理的对照组细胞继续复制。蓝鳃鱼苗细胞对毒性效应最为敏感。

IN FIBROBLAST CELL LINES FROM RAINBOW TROUT GONAD, BLUEGILL FRY & STEELHEAD EMBRYO INCUBATED IN PRESENCE OF 8 MUTAGENS (INCL 9-AMINOACRIDINE) AT VARIOUS CONCN FOR 72 HR, THE NUMBER OF CELLS CONTINUED TO DECLINE IN DIRECT PROPORTION TO AMT OF CHEM IN MEDIA. THIS REPRESENTED INCR TOXICITY AS CONCN OF MUTAGEN INCR. THIS RESPONSE WAS THE RESULT OF TREATED CELLS NOT DIVIDING, WHILE UNTREATED CONTROLS CONTINUED TO REPLICATE. BLUEGILL FRY CELLS WERE MOST SUSCEPTIBLE TO TOXIC EFFECT.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

雄性小鼠的睾丸细胞被分离出来，并在接触各种化学诱变剂后，估计了氚标记的胸苷酸掺入细胞DNA的情况。通过添加羟基脲作为对照，正常半保留DNA合成被抑制。在13种测试化学品中，有8种刺激了非计划性的DNA合成。9-氨基吖啶和其余4种测试化学品即使延长细胞孵育时间，增加化合物浓度直至开始出现毒性效应，也没有诱导非计划性的DNA合成。

TESTICULAR CELLS OF MALE MICE WERE ISOLATED, & INCORPORATION OF TRITIUM LABELED THYMIDINE INTO DNA OF CELLS WAS ESTIMATED AFTER EXPOSURE TO VARIOUS CHEMICAL MUTAGENS. NORMAL SEMICONSERVATIVE DNA SYNTH WAS SUPPRESSED BY ADDN OF HYDROXYUREA WHICH WAS USED AS CONTROL. 8/13 TEST CHEM STIMULATED UNSCHEDULED DNA SYNTHESIS. 9-AMINOACRIDINE & THE REMAINING 4 TEST CHEM DID NOT INDUCE UNSCHEDULED DNA SYNTHESIS, EVEN WHEN INCUBATION PERIODS WITH CELLS WERE PROLONGED, & CONCN OF COMPD INCR TO BEGINNING OF TOXIC EFFECTS.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 安全说明：
  S22,S24/25
• WGK Germany：
  3
• 海关编码：
  2933990090
• 储存条件：
  库房应保持通风、低温和干燥的环境。

SDS

Name:	9-Aminoacridine hydrochloride monohydrate 98% Material Safety Data Sheet
Synonym:	Aminacrine hydrochloride
CAS:	134-50-9

Section 1 - Chemical Product MSDS Name:9-Aminoacridine hydrochloride monohydrate 98% Material Safety Data Sheet
Synonym:Aminacrine hydrochloride

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
134-50-9	9-Aminoacridine hydrochloride monohydr	>99	unlisted

Hazard Symbols: T
Risk Phrases: 25 40

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Toxic if swallowed. Limited evidence of a carcinogenic effect.The toxicological properties of this material have not been fully investigated.Possible risks of irreversible effects.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
May cause skin irritation.
Ingestion:
Harmful if swallowed. 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:
Possible risk of irreversible effects.

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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:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up, then place into a suitable container for disposal. Avoid generating dusty conditions. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. 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:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 134-50-9: CAS# 52417-22-8: 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:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: yellow
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 300 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: 0.33g/100 ml water
Specific Gravity/Density: >1.0
Molecular Formula: C13H10N2.HCl.H2O
Molecular Weight: 248.71

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Dust generation, excess heat.
Incompatibilities with Other Materials:
Strong oxidizing agents, strong bases, acid anhydrides.
Hazardous Decomposition Products:
Hydrogen chloride, nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 134-50-9: AR7350000 CAS# 52417-22-8: AR6850000 LD50/LC50:
CAS# 134-50-9: Oral, mouse: LD50 = 78 mg/kg.
CAS# 52417-22-8.
Carcinogenicity:
9-Aminoacridine hydrochloride - Not listed by ACGIH, IARC, or NTP.
9-Aminoacridine hydrochloride monohydrate - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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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
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.*
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
IMO
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
RID/ADR
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: T
Risk Phrases:
R 25 Toxic if swallowed.
R 40 Limited evidence of a carcinogenic effect.
Safety Phrases:
S 22 Do not breathe dust.
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# 134-50-9: No information available.
CAS# 52417-22-8: No information available.
Canada
CAS# 134-50-9 is listed on Canada's NDSL List.
CAS# 134-50-9 is not listed on Canada's Ingredient Disclosure List.
CAS# 52417-22-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 134-50-9 is listed on the TSCA inventory.
CAS# 52417-22-8 is not on the TSCA Inventory because it is a hydrate.
It is considered to be listed if the CAS number for the anhydrous form
is on the inventory (40CFR720.3(u)(2)).

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

盐酸氨吖啶是一种西药，常用剂型为溶液剂和滴眼剂。主要用于治疗阴道感染，并可作为滴眼剂用于预防和治疗浅部眼部感染。

分类

有毒物品，属高毒级别。

急性毒性

口服：小鼠LD50值为78毫克/公斤。

危险特性

• 可燃性：可燃；燃烧时会生成有毒的氮氧化物和氯化氢烟雾。

• 储运要求：应存放在通风、低温且干燥的地方。

灭火方法

建议使用干粉、泡沫、砂土、二氧化碳或雾状水进行灭火。

反应信息

• 作为反应物：
  描述：

  盐酸氨吖啶 在 sodium hydroxide 作用下， 以 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.25h， 生成 (acridin-9-ylamino)acetic acid ethyl ester
  参考文献：
  名称：

  NOVEL FLUORESCENT DYES AND USES THEREOF

  摘要：

  公开号：

  EP1940965B1
• 作为试剂：
  描述：

  吡啶 、 O-(carboxymethyl)-p-azidotetrafluorobenzaldoxime 在 盐酸氨吖啶 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Dobrikov; Dudko; Shishkin, Russian Journal of Bioorganic Chemistry, 1996, vol. 22, # 3, p. 166 - 173

  摘要：

  DOI：

文献信息

• Promiscuous G-protein compositions and their use
  申请人：Negulescu Paul

  公开号：US20060008855A1

  公开（公告）日：2006-01-12

  Disclosed are compositions and methods for their use, such as in identifying G-protein coupled receptors and ligands and compounds that modulate signal transduction. The compositions and methods employ promicuous G-proteins. Activation of the promiscous G-protein can be detected in a variety of assays, including assays in which activation is indicated by a change in fluorescence emission of a sample that contains the composition.

  揭示了用于识别G蛋白偶联受体、配体以及调节信号转导的化合物的组合物和使用它们的方法。这些组合物和方法利用了多功能G蛋白。可以通过各种测定方法检测多功能G蛋白的激活，包括在激活导致含有该组合物的样品的荧光发射变化的测定中。
• [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。
• Multi-functional ionic liquid compositions for overcoming polymorphism and imparting improved properties for active pharmaceutical, biological, nutritional, and energetic ingredients
  申请人：Rogers D. Robin

  公开号：US20070093462A1

  公开（公告）日：2007-04-26

  Disclosed are ionic liquids and methods of preparing ionic liquid compositions of active pharmaceutical, biological, nutritional, and energetic ingredients. Also disclosed are methods of using the compositions described herein to overcome polymorphism, overcome solubility and delivery problems, to control release rates, add functionality, enhance efficacy (synergy), and improve ease of use and manufacture.

  揭示了离子液体及制备活性药物、生物、营养和能量成分的离子液体组合物的方法。还揭示了利用本文描述的组合物的方法，以克服多型性、克服溶解度和输送问题、控制释放速率、增加功能性、增强功效（协同作用）以及改善易用性和制造工艺。
• Boronic acid ester with dopamine as a tool for bioconjugation and for visualization of cell apoptosis
  作者：Wei Scarano、Hongxu Lu、Martina H. Stenzel

  DOI：10.1039/c3cc49100e

  日期：——

  Boronic esters between 1,2-benzodiols and boronic acids are an efficient way for bioconjugation. The ester is stable at physiological condition, but it cleaves very slowly at acidic pH values found in the endosomes and lysosomes. During apoptosis, the boronic ester is cleaved, most likely due to the influx of Ca²⁺ ions and the oxidation of 1,2-benzodiols.

  1,2-苯二醇与硼酸之间的硼酯是一种生物偶联的有效方式。该酯在生理条件下是稳定的，但在内体器官和溶酶体中发现的酸性pH值下裂解速度非常缓慢。在细胞凋亡过程中，硼酯酯被裂解，很可能是由于Ca²⁺离子的流入和1,2-苯二醇的氧化。
• [EN] DUAL FUNCTIONING IONIC LIQUIDS AND SALTS THEREOF<br/>[FR] LIQUIDES IONIQUES À DOUBLE FONCTION ET SELS DE CEUX-CI
  申请人：UNIV ALABAMA

  公开号：WO2010078300A1

  公开（公告）日：2010-07-08

  Disclosed herein are ionic liquid compositions comprising active pharmaceutical, biological, and nutritional compounds, and methods of use. Further disclosed are compositions of matter including liquid ion pairs alone or in solution and their use; compositions of ionic liquids that are 'solvated,' for example, 'hydrated' and their uses.

  本文揭示了包括活性药物、生物学和营养化合物的离子液体组合物，以及其使用方法。进一步揭示了包括液态离子对的物质组合物，单独或溶解后使用；以及离子液体的“溶剂化”组合物，例如“水合”的组合物及其用途。

表征谱图