anhydrotetracycline hydrochloride - CAS号 13803-65-1

物化性质

熔点：

223 °C
溶解度：

溶于乙醇、DMSO 或 DMF
稳定性/保质期：

遵照规定使用和储存，则不会分解。

计算性质

辛醇/水分配系数(LogP)：

0.88
重原子数：

32.0
可旋转键数：

2.0
环数：

4.0
sp3杂化的碳原子比例：

0.32
拓扑面积：

161.39
氢给体数：

5.0
氢受体数：

8.0

安全信息

危险品标志：

Xn
安全说明：

S36/37/39
危险类别码：

R63
WGK Germany：

3
海关编码：

1702190000
RTECS号：

QI7860000

SDS

SDS：b72c8f32eec85368d66fd130ecba84ca

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Name:	Anhydrotetracycline Hydrochloride "can be used as Secondary Material Safety Data Sheet
Synonym:	None
CAS:	13803-65-1

Section 1 - Chemical Product MSDS Name:Anhydrotetracycline Hydrochloride "can be used as Secondary Material Safety Data Sheet
Synonym:None

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
13803-65-1	Anhydrotetracycline Hydrochloride	100	unlisted

Hazard Symbols: XN
Risk Phrases: 63

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Possible risk of harm to the unborn child.Light sensitive.Moisture sensitive.Air sensitive.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation. The toxicological properties of this material have not been fully investigated.
Skin:
May cause skin irritation. The toxicological properties of this material have not been fully investigated.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. 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:
No information found.

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 immediately.
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:
If victim is conscious and alert, give 2-4 cupfuls of milk or water.
Never give anything by mouth to an unconscious person. Get medical aid immediately.
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:

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. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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.

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Store protected from light. Store protected from air. Keep from contact with moist air and steam.
Storage:
Do not store in direct sunlight. Store in a tightly closed container. Store in a dry area. Store in a cool, dry, well-ventilated area away from incompatible substances. Do not expose to air. Store protected from moisture.

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 13803-65-1: 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:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: Not available.
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 223 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: N/A
Explosion Limits, upper: N/A
Decomposition Temperature: > 223 deg C
Solubility in water: in water: 1:200 m/v
Specific Gravity/Density:
Molecular Formula: C22H22N2O7.HCl
Molecular Weight: 464.89

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, light, dust generation, moisture, exposure to air, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen.
Hazardous Polymerization: Has not been reported.

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 13803-65-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Anhydrotetracycline Hydrochloride - Not listed by ACGIH, IARC, or NTP.

Section 12 - ECOLOGICAL INFORMATION

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 63 Possible risk of harm to the unborn child.
Safety Phrases:
S 28A After contact with skin, wash immediately with
plenty of water.
S 36/37 Wear suitable protective clothing and
gloves.
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# 13803-65-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 13803-65-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 13803-65-1 is not listed on the TSCA inventory.
It is for research and development use only.

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

生物活性

Anhydrotetracycline hydrochloride 是一种四环素的生物合成前体，是一种有效的竞争性四环素破坏酶（tetracycline destructase enzymes）广谱抑制剂。在真核细胞中，它作为四环素控制的基因表达系统的效应子。

体外研究

Anhydrotetracycline hydrochloride 对多种四环素降解酶表现出抑制作用：

抑制 Tet(50) (IC₅₀ =210 μM)，Tet(X) (IC₅₀ =41 μM)，Tet(X)_3 (IC₅₀ =3 μM) 降解四环素。
抑制 Tet(50) (IC₅₀ =210 μM)，Tet(X) (IC₅₀ =75 μM)，Tet(X)_3 (IC₅₀ =26 μM) 降解氯霉素四环素（chlortetracycline）。
抑制 Tet(50) (IC₅₀ =120 μM)，Tet(X) (IC₅₀ =41 μM)，Tet(X)_3 (IC₅₀ =7 μM) 降解去甲氧基四环素（demeclocycline）。

反应信息

作为反应物：

描述：

anhydrotetracycline hydrochloride 在溴、溶剂黄146 、三氟乙酸、盐酸作用下，以水为溶剂，反应 4.5h，生成 (4S,4aS,12aS)-9-bromo-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-1,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide hydrochloride

参考文献：

名称：

作为四环素分解酶抑制剂的无水四环素的半合成类似物。

摘要：

报道了作为四环素失活酶小分子抑制剂的半合成无水四环素类似物的合成和生物学评价。发现抑制剂效力随酶（主要）和底物-抑制剂对（次要）而变化，无水四环素类似物对溶液中酶促和非酶促降解的稳定性有助于它们在表达四环素降解酶的全细胞大肠杆菌中挽救四环素活性的能力酶。综上所述，这些结果为合理设计下一代抑制剂库提供了框架，以寻求可行和主动的辅助方法来对抗四环素抗生素的酶降解。

DOI：

10.1021/acsinfecdis.8b00349
作为产物：

描述：

4-epi-anhydrotetracycline hydrochloride 、 alkaline earth salt of/the/ methylsulfuric acid 生成 anhydrotetracycline hydrochloride

参考文献：

名称：

Studies of the Reversible Epimerization Occurring in the Tetracycline Family. The Preparation, Properties and Proof of Structure of Some 4-epi-Tetracyclines

摘要：

DOI：

10.1021/ja01568a050

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文献信息

INHIBITION AND DIAGNOSTICS OF EMERGING TETRACYCLINE RESISTANCE ENZYMES

申请人：Tolia Niraj

公开号：US20170369864A1

公开（公告）日：2017-12-28

The present disclosure provides compositions and methods for treating bacterial infections in a subject. The methods comprise administering a compound that binds a FAD-dependent flavoenzyme and a tetracycline, analog, derivative, or pharmaceutically acceptable salt thereof.

本公开提供了用于治疗受体内细菌感染的组合物和方法。该方法包括给予结合FAD依赖性黄素酶和四环素、类似物、衍生物或其药用可接受盐的化合物。
Structure-Based Design of Bisubstrate Tetracycline Destructase Inhibitors That Block Flavin Redox Cycling

作者：Emily E. Williford、Caitlin M. DeAngelo、Kevin S. Blake、Hirdesh Kumar、Kendrick K. Lam、Katherine V. Jones、Niraj H. Tolia、Gautam Dantas、Timothy A. Wencewicz

DOI：10.1021/acs.jmedchem.2c01629

日期：2023.3.23
Semisynthetic Analogues of Anhydrotetracycline as Inhibitors of Tetracycline Destructase Enzymes

作者：Jana L. Markley、Luting Fang、Andrew J. Gasparrini、Chanez T. Symister、Hirdesh Kumar、Niraj H. Tolia、Gautam Dantas、Timothy A. Wencewicz

DOI：10.1021/acsinfecdis.8b00349

日期：2019.4.12

The synthesis and biological evaluation of semisynthetic anhydrotetracycline analogues as small molecule inhibitors of tetracycline-inactivating enzymes are reported. Inhibitor potency was found to vary as a function of enzyme (major) and substrate-inhibitor pair (minor), and anhydrotetracycline analogue stability to enzymatic and nonenzymatic degradation in solution contributes to their ability to

报道了作为四环素失活酶小分子抑制剂的半合成无水四环素类似物的合成和生物学评价。发现抑制剂效力随酶（主要）和底物-抑制剂对（次要）而变化，无水四环素类似物对溶液中酶促和非酶促降解的稳定性有助于它们在表达四环素降解酶的全细胞大肠杆菌中挽救四环素活性的能力酶。综上所述，这些结果为合理设计下一代抑制剂库提供了框架，以寻求可行和主动的辅助方法来对抗四环素抗生素的酶降解。
Studies of the Reversible Epimerization Occurring in the Tetracycline Family. The Preparation, Properties and Proof of Structure of Some 4-epi-Tetracyclines

作者：J. R. D. McCormick、Sidney M. Fox、Leland L. Smith、Barbara A. Bitler、Jules Reichenthal、Victor E. Origoni、Walter H. Muller、Robert Winterbottom、Albert P. Doerschuk

DOI：10.1021/ja01568a050

日期：1957.6

anhydrotetracycline hydrochloride | 13803-65-1

物质功能分类

分子结构分类

物化性质

计算性质

安全信息

SDS

制备方法与用途

反应信息

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