5-(溴甲基)-6-氯-2,1,3-苯并噻二唑 | 65858-51-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻二唑类
• 中文名称: 5-(溴甲基)-6-氯-2,1,3-苯并噻二唑
• 英文名称: 6-(bromomethyl)-5-chloro-2,1,3-benzothiadiazole
• 英文别名: 5-Bromomethyl-6-chlorobenzo-2,1,3-thiadiazole；5-bromomethyl-6-chloro-benzo[1,2,5]thiadiazole；5-(Bromomethyl)-6-chloro-2,1,3-benzothiadiazole
• CAS: 65858-51-7
• 化学式: C₇H₄BrClN₂S
• 分子量: 263.545
• InChiKey: SRDXMTAJHJMAHM-UHFFFAOYSA-N

物化性质

• 熔点：
  75 °C

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  C
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R34
• 海关编码：
  2934999090

SDS

Name:	5-(Bromomethyl)-6-chloro-2 1 3-benzothiadiazole 90+% Material Safety Data Sheet
Synonym:
CAS:	65858-51-7

Section 1 - Chemical Product MSDS Name:5-(Bromomethyl)-6-chloro-2 1 3-benzothiadiazole 90+% Material Safety Data Sheet
Synonym:

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
65858-51-7	5-(Bromomethyl)-6-chloro-2,1,3-benzoth	90+%	unlisted

Hazard Symbols: C
Risk Phrases: 34

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.
Potential Health Effects
Eye:
Causes eye burns. Lachrymator (substance which increases the flow of tears).
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal tract burns.
Inhalation:
Causes chemical burns to the respiratory tract.
Chronic:
Not available.

---

Section 4 - FIRST AID MEASURES
Eyes: Immediately 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 immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Do not induce vomiting. Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
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 foam, dry chemical, or carbon dioxide.

---

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:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area.

---

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# 65858-51-7: 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: brown
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 75 - 77 deg C
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: C7H4BrClN2S
Molecular Weight: 263.55

---

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, hydrogen bromide, bromine.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 65858-51-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
5-(Bromomethyl)-6-chloro-2,1,3-benzothiadiazole - 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
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.*
Hazard Class: 8
UN Number: 3261
Packing Group: III
IMO
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing Group: III
RID/ADR
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing group: III

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 34 Causes burns.
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.
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# 65858-51-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 65858-51-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 65858-51-7 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  5-(溴甲基)-6-氯-2,1,3-苯并噻二唑 在 sodium azide 、 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成
  参考文献：
  名称：

  通过单击化学和原位筛选探索N取代的氨基环醇的化学多样性，新的葡萄糖脑苷脂酶抑制剂

  摘要：

  从之间CuAAC反应衍生aminocyclitols的文库Ñ -propargylaminocyclitol 4和一系列叠氮化物[的1 - 25]进行了描述并针对GCase进行了测试。叠氮化物已从大量潜在候选物中选择，这些候选物已根据物理和反应性约束条件进行了过滤。为了避免使用氨基环糖醇支架上的保护基，已经优化了合成方法。由于该反应可以在水性体系中进行，因此可以通过最少的操作就地筛选所得的文库成员。从初步的GCase抑制数据来看，已经将最有效的文库成员单独重新合成以进行进一步的生物学筛选和完整表征。一些图书馆成员的生化数据（IC 50，K i和稳定比）与NNDNJ报告的相似或更好。。对接研究已用于假设配体-酶相互作用，以说明实验结果。

  DOI：

  10.1021/jm101204u
• 作为产物：
  描述：

  5-氯-6-甲基-2,1,3-苯并噻二唑 在 N-溴代丁二酰亚胺(NBS) 、 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile 作用下， 以 乙腈 为溶剂， 以86%的产率得到5-(溴甲基)-6-氯-2,1,3-苯并噻二唑
  参考文献：
  名称：

  WO2023/247301

  摘要：

  公开号：

文献信息

• 2-Aminopurine analogs having HSP90-inhibiting activity
  申请人：Kasibhatla Rao Srinivas

  公开号：US20050113340A1

  公开（公告）日：2005-05-26

  2-Aminopurine analogs are described and demonstrated or predicted to have utility as Heat Shock Protein 90 (HSP90) inhibiting agents in the treatment and prevention of various HSP90 mediated disorders, e.g., proliferative disorders. Method of synthesis and use of such compounds are also described and claimed.

  本文描述了2-氨基嘌呤类似物，并展示或预测其作为热休克蛋白90（HSP90）抑制剂，在治疗和预防各种HSP90介导的疾病，例如增殖性疾病方面具有实用性。还描述和声明了这些化合物的合成方法和使用方法。
• 2-Aminopurine Analogs Having HSP90-Inhibiting Activity
  申请人：Kasibhatla Rao Srinivas

  公开号：US20070185064A1

  公开（公告）日：2007-08-09

  2-Aminopurine analogs are described and demonstrated or predicted to have utility as Heat Shock Protein 90 (HSP90) inhibiting agents in the treatment and prevention of various HSP90 mediated disorders, e.g., proliferative disorders. Method of synthesis and use of such compounds are also described and claimed.

  本文描述了2-氨基嘌呤类似物，并证明或预测其在治疗和预防各种HSP90介导的疾病（如增生性疾病）中作为HSP90抑制剂具有实用价值。还描述和声称了这种化合物的合成方法和使用方法。
• Deazapurine derivatives as HSP90-Inhibitors
  申请人：Conforma Therapeutics Corporation

  公开号：EP2145888A1

  公开（公告）日：2010-01-20

  Heterobicyclic compounds of formula I are described and demonstrated to have utility as Heat Shock Protein 90 (HSP90) inhibiting agent. Method of synthesis and use of such compounds are also described.

  描述并证明了式 I 的杂双环化合物作为热休克蛋白 90（HSP90）抑制剂的实用性。还描述了合成和使用此类化合物的方法。
• [DE] ENDOTHELIN-REZEPTOR-ANTAGONISTEN<br/>[EN] ENDOTHELIN RECEPTOR ANTAGONISTS<br/>[FR] ANTAGONISTES DES RECEPTEURS DE L'ENDOTHELINE
  申请人：MERCK PATENT GESELLSCHAFT MIT BESCHRÄNKTER HAFTUNG

  公开号：WO1997019077A1

  公开（公告）日：1997-05-29

  (DE) Neue Verbindungen der Formel (I), worin R (a) oder (b), X O oder S bedeuten, und R1, R2, R3, R4, R5, R6, R7, R8 und n die in Patentanspruch 1 angegebene Bedeutung haben, sowie deren Salze zeigen Endothelinrezeptor-antagonistische Eigenschaften.(EN) The invention relates to novel compounds of the formula (I), wherein R is (a) or (b), X is O or S and R1, R2, R3, R4, R5, R6, R7, R8 and n have the meaning given in claim 1. It also relates to the salts of said compounds. Said compounds and salts demonstrate endothelin receptor antagonistic properties.(FR) De nouveaux composés de formule (I), dans laquelle R est (a) ou (b), X désigne un O ou un S, et R1, R2, R3, R4, R5, R6, R7, R8 et n ont les significations données dans la revendication 1, ainsi que leurs sels, présentent des propriétés antagonistes des récepteurs de l'endothéline.

  (DE): 这是一个新型化合物的名称，其中包含式样(I)，其中R为(a)或(b)，X为O或S，而R1, R2, R3, R4, R5, R6, R7, R8和n具有在专利权利要求1中给出的意义，及其盐类表示为抗血小板活化蛋白抗兴奋性。 (EN): This relates to novel compounds of the formula \( (I) \), wherein \( R \) is (a) or (b), \( X \) is O or S, and \( R1 \), \( R2 \), \( R3 \), \( R4 \), \( R5 \), \( R6 \), \( R7 \), \( R8 \), and \( n \) have the meanings given in claim 1. It also relates to the salts thereof. These compounds and their salts exhibit antieging tonantagonistic properties. (法文): Cela concerne de nouveaux composés de la formule \( (I) \), où \( R \) est (a) ou (b), \( X \) désigne un O ou un S, et \( R1 \), \( R2 \), \( R3 \), \( R4 \), \( R5 \), \( R6 \), \( R7 \), \( R8 \) et \( n \) ont les significations données dans la dcclaration 1, ainsi que leurs acides, présentant des propriétés antagonistiques des récepteurs d'endothelin.
• Second Generation Tetrahydroquinoline-Based Protein Farnesyltransferase Inhibitors as Antimalarials
  作者：Pravin Bendale、Srinivas Olepu、Praveen Kumar Suryadevara、Vivek Bulbule、Kasey Rivas、Laxman Nallan、Brian Smart、Kohei Yokoyama、Sudha Ankala、Prakash Rao Pendyala、David Floyd、Louis J. Lombardo、David K. Williams、Frederick S. Buckner、Debopam Chakrabarti、Christophe L. M. J. Verlinde、Wesley C. Van Voorhis、Michael H. Gelb

  DOI：10.1021/jm0703340

  日期：2007.9.1

  Substituted tetrahydroquinolines (THQs) have been previously identified as inhibitors of mammalian protein farnesyltransferase (PFT). Previously we showed that blocking PFT in the malaria parasite led to cell death and that THQ-based inhibitors are the most potent among several structural classes of PFT inhibitors (PFTIs). We have prepared 266 THQ-based PFTIs and discovered several compounds that inhibit the malarial enzyme in the sub- to low-nanomolar range and that block the growth of the parasite (P. falciparum) in the lownanomolar ran-e. This body of structure- activity data can be rationalized in most cases by consideration of the X-ray structure of one of the THQs bound to mammalian PFT together with a homology structural model of the malarial enzyme. The results of this study provide the basis for selection of antimalarial PFTIs for further evaluation in preclinical drug discovery assays.