2-(甲磺酰基)苯并噻唑 | 7144-49-2

• 物质功能分类: 医药中间体 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 中文名称: 2-(甲磺酰基)苯并噻唑
• 中文别名: 2-(甲基磺酰基)苯并噻唑
• 英文名称: 2-methanesulfonylbenzothiazole
• 英文别名: 2-(methylsulfonyl)benzothiazole；2-(methylsulfonyl)benzo[d]thiazole；methylsulfonyl benzothiazole；2-(methylthio)-benzothiazole sulfone；MSBT；2-Methylsulfonyl-benzothiazol；Benzothiazole, 2-(methylsulfonyl)-；2-methylsulfonyl-1,3-benzothiazole
• CAS: 7144-49-2
• 化学式: C₈H₇NO₂S₂
• mdl: MFCD00142947
• 分子量: 213.281
• InChiKey: YZOXPLQWARQVEJ-UHFFFAOYSA-N

物化性质

• 熔点：
  86-89 °C(lit.)
• 沸点：
  370.3±25.0 °C(Predicted)
• 密度：
  1.440

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  83.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• 海关编码：
  2934200090
• 储存条件：
  室温

SDS

---

SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 2-(Methylsulfonyl)benzothiazole
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 7144-49-2
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

---

SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Skin irritation (Category 2), H315
Eye irritation (Category 2), H319
Specific target organ toxicity - single exposure (Category 3), H335
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Xi Irritant R36/37/38
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Warning
Hazard statement(s)
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Precautionary statement(s)
P261 Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
Other hazards - none

---

SECTION 3: Composition/information on ingredients
Substances
Formula : C8H7NO2S2
Molecular Weight : 213,28 g/mol
CAS-No. : 7144-49-2
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
2-(Methylsulfonyl)benzothiazole
CAS-No. 7144-49-2 Skin Irrit. 2; Eye Irrit. 2; STOT <= 100 %
SE 3; H315, H319, H335
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
2-(Methylsulfonyl)benzothiazole
CAS-No. 7144-49-2 Xi, R36/37/38 <= 100 %
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

---

SECTION 4: First aid measures
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

---

SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx), Sulphur oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

---

SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure
adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

---

SECTION 7: Handling and storage
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end use(s)
A part from the uses mentioned in section 1.2 no other specific uses are stipulated

---

SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested
and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
impervious clothing, The type of protective equipment must be selected according to the
concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
Use respirators and components tested and approved under appropriate government standards
such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Do not let product enter drains.

---

SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 86 - 89 °C
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

---

SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

---

SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
Inhalation - May cause respiratory irritation.
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: Not available
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

---

SECTION 12: Ecological information
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
no data available

---

SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed
professional waste disposal service to dispose of this material. Dissolve or mix the material with a
combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

---

SECTION 14: Transport information
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

---

SECTION 15: Regulatory information
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
For this product a chemical safety assessment was not carried out

---

SECTION 16: Other information
Full text of H-Statements referred to under sections 2 and 3.
Eye Irrit. Eye irritation
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Skin Irrit. Skin irritation
STOT SE Specific target organ toxicity - single exposure
Full text of R-phrases referred to under sections 2 and 3
Xi Irritant
R36/37/38 Irritating to eyes, respiratory system and skin.
Further information
Copyright 2013 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

反应信息

• 作为反应物：
  描述：

  2-(甲磺酰基)苯并噻唑 在 氘代盐酸 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 氘代甲醇-d 为溶剂， 反应 0.01h， 以97%的产率得到
  参考文献：
  名称：

  Practical synthesis of β-oxo benzo[d]thiazolyl sulfones: Scope and limitations

  摘要：

  本文中，我们讨论了基于烷基苯并[d]噻唑基（BT）砜与各种亲电试剂（例如R-CO-X、RO-CO-X、RS-CO-X、Ts-X等）的重新结合，合成功能化BT砜的新方法。通过计算和竞争实验，评估了这种偶联反应的所有重要方面，包括相关和不良的副反应。本文还确立了该方法的范围和局限性。

  DOI：

  10.1039/c1ob06510f
• 作为产物：
  描述：

  (2-benzothiazolylsulfonyl)acetic acid 以 二甲基亚砜 为溶剂， 反应 1.1h， 以100%的产率得到2-(甲磺酰基)苯并噻唑
  参考文献：
  名称：

  Thieme Chemistry Journal 获奖者 - 他们现在在哪里？通过分子内 Julia-Kocienski 烯烃立体选择性合成 Z 型 α,β-不饱和大环内酯和二内酯

  摘要：

  由（苯并噻唑-2-基磺酰基）乙酸与 ω-烯醇或 α,ω-二醇酯化，然后进行臭氧分解或 Dess-Martin 氧化（视情况而定）衍生的 ω-磺醛，在用DBU。使用该策略成功地形成了 12 至 19 元环大小的大环 α,β-不饱和内酯（产率 24-44%，Z/E ≥ 3.5:1）；然而，二内酯是由旨在靶向七至九元环内酯的前体选择性生产的（产率 13-70%，ZZ/ZE ≥ 2:1）。

  DOI：

  10.1055/s-0029-1219185
• 作为试剂：
  描述：

  2,2,6,6-四甲基哌啶氧化物 、 环己烷 在 2-(甲磺酰基)苯并噻唑 、 TBADT 作用下， 以 水 、 乙腈 为溶剂， 生成 1-cyclohexyloxy-2,2,6,6-tetramethylpiperidine
  参考文献：
  名称：

  N-杂芳烃与醛在水相中的光催化羟烷基化

  摘要：

  羟烷基化N -杂芳烃是广泛的生物活性天然分子中有趣的支架。在此，建立了一种光氧化还原催化的唑衍生物在空气气氛下在水相中与醛的羟烷基化方法。此外，我们的催化体系也适用于唑类衍生物与烷烃的烷基化反应。该方法具有生态友好、无需外加、官能团相容性好等特点。

  DOI：

  10.1039/d3gc00162h

文献信息

• [EN] PSMA-TARGETING AMANITIN CONJUGATES<br/>[FR] CONJUGUÉS D'AMANITINE CIBLANT LE PSMA
  申请人：HEIDELBERG PHARMA RES GMBH

  公开号：WO2019057964A1

  公开（公告）日：2019-03-28

  The invention relates to a PSMA-targeting conjugate comprising (a) an amatoxin; (b) a small molecule PSMA-targeting moiety; and (c) optionally a linker linking said amatoxin and said small molecule PSMA-targeting moiety. The invention furthermore relates to a pharmaceutical composition comprising such conjugate.

  这项发明涉及一种PSMA靶向共轭物，包括(a)阿马毒素；(b)小分子PSMA靶向基团；以及(c)可选地连接所述阿马毒素和所述小分子PSMA靶向基团的连接剂。此外，该发明还涉及包含这种共轭物的药物组合物。
• Divergent S- and C-Difluoromethylation of 2-Substituted Benzothiazoles
  作者：Xiu Wang、Wenchao Ye、Taige Kong、Chenlu Wang、Chuanfa Ni、Jinbo Hu

  DOI：10.1021/acs.orglett.1c03267

  日期：2021.11.5

  Two unprecedented and complementary synthetic strategies for S- and C-difluoromethylation of 2-substituted benzothiazoles have been developed by taking advantage of the remarkably different reactivity of CF2H– and 2-PySO2CF2– nucleophiles. A variety of structurally diverse difluoromethyl 2-isocyanophenyl sulfides and 2-difluoromethylated benzothiazoles were synthesized with these two new synthetic

  利用 CF 2 H和 2 - PySO 2 CF 2亲核试剂的显着不同反应性，开发了两种前所未有的互补合成策略，用于 2-取代的苯并噻唑的 S-和 C-二氟甲基化。用这两种新的合成方案合成了多种结构多样的二氟甲基 2-异氰基苯硫醚和 2-二氟甲基苯并噻唑。
• Oxidation of Amines and Sulfides Catalyzed by an Assembled Complex of Phosphotungstate and Non-Cross-Linked Amphiphilic Polymer
  作者：Shiro Ikegami、Yoichi M. Yamada、Hidetsugu Tabata、Hideyo Takahashi

  DOI：10.1055/s-2002-35596

  日期：——

  Oxidation of sulfides and amines was performed with an assembled catalyst of phosphotungstate and non-cross-linked amphiphilic polymer. The reactions proceeded with hydrogen peroxide under organic solvent-free conditions. This insoluble catalyst was reused five times with the turnover number up to 500.

  使用磷钨酸和非交联两性聚合物组装的催化剂进行了硫化物和胺的氧化反应。这些反应在无有机溶剂的条件下，以过氧化氢为氧化剂进行。这种不溶性催化剂可重复使用五次，其周转次数高达500次。
• Keggin heteropolycompounds as catalysts for liquid-phase oxidation of sulfides to sulfoxides/sulfones by hydrogen peroxide
  作者：Gustavo P. Romanelli、Paula I. Villabrille、Cármen V. Cáceres、Patricia G. Vázquez、Pietro Tundo

  DOI：10.1016/j.catcom.2010.12.023

  日期：2011.3

  active and selective catalysts for the hydrogen peroxide oxidation of methyl phenyl sulfide to the corresponding sulfoxide or sulfone. The conversion and selectivity results may be explained in terms of the co-existence of acidic and oxidative properties in the catalysts. On the other hand, a convenient catalytic homogeneous procedure has been found to oxidize different sulfides to sulfoxides or sulfones

  合成了H 4 PMo 11 VO 40，H 5 PMo 10 V 2 O 40和H 9 PMo 6 V 6 O 40酸和H 4 PMo 11 VO 40的酸性吡啶鎓盐。通过FT-IR对它们进行表征，并通过用n进行滴定确定其酸性质的变化。-丁胺。它们被证明是用于甲基苯硫醚的过氧化氢氧化为相应的亚砜或砜的高活性和选择性催化剂。转化率和选择性结果可以根据催化剂中酸性和氧化性的共存来解释。另一方面，已发现使用（PyH）H 3 PMo 11 VO 40将35％的H 2 O 2水溶液氧化成不同的硫化物，将其硫化物氧化为亚砜或砜的简便方法。作为催化剂。对于亚砜来说，氧化反应是在室温下进行的；对于砜来说，氧化反应是在40℃下进行的，并且需要很短的时间。通过控制H 2 O 2的量，可以以优异的收率获得亚砜或砜。
• [EN] DERIVATIVES OF GAMMA-AMANITIN<br/>[FR] DÉRIVÉS DE GAMMA-AMANITINE
  申请人：HEIDELBERG PHARMA GMBH

  公开号：WO2017089607A1

  公开（公告）日：2017-06-01

  The invention relates to y-amaninamide (1; x = 0, 1 or 2), y-amaninamidic acid (2; x = 0, 1 or 2), and γ-amaninamidic hydroxamic acid (3; x = 0, 1 or 2), novel derivatives of γ-amanitin (4), and methods and novel building blocks for the synthesis thereof.

  这项发明涉及γ-阿曼伊酰胺（1；x = 0、1或2）、γ-阿曼伊酰胺酸（2；x = 0、1或2）和γ-阿曼伊酰羟肟酸（3；x = 0、1或2），以及γ-阿曼伊替（4）的新衍生物，以及用于合成它们的方法和新型构建模块。

表征谱图