2-氨基-5-氯-3-吡啶磺酰胺 | 163137-44-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2-氨基-5-氯-3-吡啶磺酰胺
• 英文名称: 2-amino-5-chloro-3-pyridinesulfonamide
• 英文别名: 2-amino-5-chloropyridine-3-sulfonamide
• CAS: 163137-44-8
• 化学式: C₅H₆ClN₃O₂S
• mdl: MFCD03086211
• 分子量: 207.641
• InChiKey: SUXWIRGLOFKIRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xn
• 危险类别码：
  R20/21/22,R36/37/38
• 海关编码：
  2935009090
• 安全说明：
  S26,S36/37/39

SDS

Name:	2-Amino-5-chloro-3-pyridinesulfonamide 97% Material Safety Data Sheet
Synonym:
CAS:	163137-44-8

Section 1 - Chemical Product MSDS Name:2-Amino-5-chloro-3-pyridinesulfonamide 97% Material Safety Data Sheet
Synonym:

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
163137-44-8	2-Amino-5-chloro-3-pyridinesulfonamide	97%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation.
Chronic:
Not available.

---

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.
Ingestion:
Get medical aid. Wash mouth out with 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:
Treat symptomatically and supportively.

---

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.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

---

Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

---

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# 163137-44-8: Personal Protective Equipment Eyes: Not available.
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: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C5H6ClN3O2S
Molecular Weight: 207.64

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, chlorine, nitrogen oxides, carbon monoxide, oxides of sulfur, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 163137-44-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-Amino-5-chloro-3-pyridinesulfonamide - Not listed by ACGIH, IARC, or NTP.

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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

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 163137-44-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 163137-44-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 163137-44-8 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-氨基-5-氯-3-吡啶磺酰胺 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 4.0h， 生成 (7-cholro-4H-pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxid-4-yl)acetic acid methyl ester
  参考文献：
  名称：

  基于吡啶基噻二嗪支架的有效和选择性醛糖还原酶抑制剂的设计与合成

  摘要：

  合成了一系列的吡啶并[2,3- e ]-[1,2,4]-噻二嗪1,1-二氧化物乙酸衍生物，并测试了其对醛糖还原酶（ALR2）的抑制活性。发现这些衍生物是有效的醛糖还原酶抑制剂，IC 50值为0.038μM至11.29μM。它们中的大多数但不是全部都显示出强大的ALR2抑制活性和显着的选择性，对接研究进一步证明了这一点。在这些抑制剂中，化合物7d表现出最高的抑制活性。结构-活性关系研究表明，在吡啶并噻二嗪支架中需要具有吸电子取代基的N2-苄基和N4-乙酸基。

  DOI：

  10.1016/j.ejmech.2011.01.072
• 作为产物：
  描述：

  2-氨基-5-氯-3-吡啶磺酰氯 在 氨 作用下， 以 四氢呋喃 为溶剂， 反应 18.5h， 以11.4 g的产率得到2-氨基-5-氯-3-吡啶磺酰胺
  参考文献：
  名称：

  基于吡啶基噻二嗪支架的有效和选择性醛糖还原酶抑制剂的设计与合成

  摘要：

  合成了一系列的吡啶并[2,3- e ]-[1,2,4]-噻二嗪1,1-二氧化物乙酸衍生物，并测试了其对醛糖还原酶（ALR2）的抑制活性。发现这些衍生物是有效的醛糖还原酶抑制剂，IC 50值为0.038μM至11.29μM。它们中的大多数但不是全部都显示出强大的ALR2抑制活性和显着的选择性，对接研究进一步证明了这一点。在这些抑制剂中，化合物7d表现出最高的抑制活性。结构-活性关系研究表明，在吡啶并噻二嗪支架中需要具有吸电子取代基的N2-苄基和N4-乙酸基。

  DOI：

  10.1016/j.ejmech.2011.01.072

文献信息

• 3-Alkylamino-4<i>H</i>-pyrido[2,3-<i>e</i>]-1,2,4-thiadiazine 1,1-Dioxides Structurally Related to Diazoxide and Pinacidil as Potassium Channel Openers Acting on Vascular Smooth Muscle Cells:  Design, Synthesis, and Pharmacological Evaluation
  作者：Bernard Pirotte、Raogo Ouedraogo、Pascal de Tullio、Smail Khelili、Fabian Somers、Stéphane Boverie、Léon Dupont、Jeanine Fontaine、Jacques Damas、Philippe Lebrun

  DOI：10.1021/jm991069o

  日期：2000.4.1

  1-dioxides, most of the new compounds were found to be poorly active on B-cells but exhibited clear vasorelaxant properties. 3-(3, 3-Dimethyl-2-butylamino)-4H-pyrido[2,3-e]-1,2,4-thiadiazine 1, 1-dioxide (4d) and 7-chloro-3-(3, 3-dimethyl-2-butylamino)-4H-pyrido[2,3-e]-1,2,4-thiadiazine 1, 1-dioxide (5d), two compounds bearing the alkyl side chain of pinacidil, were found to be the most active representatives

  合成了一系列与二氮嗪和吡那地尔相关的3-烷基氨基-4H-吡啶并[2,3-e] -1,2,4-噻二嗪1，1-二氧化物，并在分离条件下测试了其作为K（ATP）通道开放剂的可能性。胰腺内分泌组织以及孤立的血管，肠和子宫平滑肌。与先前描述的3-烷基氨基-4H-吡啶并[4,3-e] -1,2,4-噻二嗪1，1-二氧化物相反，发现大多数新化合物对B细胞的活性较弱，但表现出明确血管舒张特性。3-（3，3-二甲基-2-丁基氨基）-4H-吡啶并[2,3-e] -1,2,4-噻二嗪1，1-二氧化物（4d）和7-氯-3-（3，发现3-二甲基-2-丁基氨基）-4H-吡啶并[2,3-e] -1,2,4-噻二嗪1，1-二氧化物（5d）是两个带有吡那地尔烷基侧链的化合物。各自系列中大鼠主动脉环上最活跃的代表。3-环烷基烷基氨基-和3-芳烷基氨基-7-氯-4H-吡啶并[2,3-e] -1,2,4-噻二嗪1，1-二氧化物还
• Pyridothiadiazines
  申请人：Adir et Compagnie

  公开号：US05459138A1

  公开（公告）日：1995-10-17

  The invention relates to a compound selected from those of formula (I): ##STR1## in which A, R.sub.1, R.sub.2 and R.sub.4 are as defined in the description, and medicinal products containing the same which is useful for treating a pathology related to dysfunctioning of glutamatergic neurotransmission.

  该发明涉及一种选择自式(I)的化合物：##STR1##其中A、R.sub.1、R.sub.2和R.sub.4如描述中所定义，并且包含该化合物的药物产品，用于治疗与谷氨酸能神经传递功能障碍相关的病理。
• Synthesis and pharmacological evaluation of a second generation of pyridothiadiazine 1,1-dioxides acting as AMPA potentiators
  作者：Pierre Francotte、Pascal de Tullio、Tchao Podona、Ousmane Diouf、Pierre Fraikin、Pierre Lestage、Laurence Danober、Jean-Yves Thomas、Daniel-Henri Caignard、Bernard Pirotte

  DOI：10.1016/j.bmc.2008.10.036

  日期：2008.12

  Taking into account structure-activity relationships obtained with our previous series, new diversely substituted 1,2,4-pyridothiadiazine 1,1-dioxides were designed to obtain novel AMPA potentiators. The aim of this work was focused on the improvement of lipophilicity, which is well known as a critical parameter to obtain in vivo active central nervous system agents. For this purpose, two positions

  考虑到我们以前的系列获得的结构活性关系，设计了新的，不同取代的1,2,4-吡啶并二嗪1,1-二氧化物来获得新型AMPA增效剂。这项工作的目的集中在改善亲脂性上，亲脂性是众所周知的获得体内活性中枢神经系统药物的关键参数。为此，吡啶环上的两个位置被优先插入选定的基团。在合成的化合物中出现了7-氯-4-乙基-3,4-二氢-2H-吡啶[2,3-e]-[1,2,4]-噻二嗪1,1-二氧化物（12d），在Wistar大鼠的两次记忆测试中进行了评估，结果显示腹腔注射低至0.3mg / kg的剂量后认知增强作用。
• Nouvelles pyridothiadiazines, leurs procédés de préparation et les compositions pharmaceutiques qui les contiennent
  申请人：ADIR ET COMPAGNIE

  公开号：EP0618209A1

  公开（公告）日：1994-10-05

  L'invention concerne les composés de formule (I) : dans laquelle A, R₁, R₂, et R₄ sont tels que définis dans la description. Médicaments.

  本发明涉及式 (I) 化合物： 其中 A、R₁、R₂ 和 R₄ 如描述中所定义。 药物。
• PYRIDO-1,2,4-THIADIAZINE AND PYRIDO-1,4-THIAZINE DERIVATIVES, THEIR PREPARATION AND USE
  申请人：Université de Liège

  公开号：EP0877748B1

  公开（公告）日：2004-11-03