苯并咪唑并[1,2-c]喹唑啉-6(5H)-硫酮 - CAS号 24192-82-3

物化性质

熔点：

308-310 °C
沸点：

532.9±33.0 °C(Predicted)
密度：

1.45±0.1 g/cm3(Predicted)

计算性质

辛醇/水分配系数(LogP)：

3.12
重原子数：

18.0
可旋转键数：

0.0
环数：

4.0
sp3杂化的碳原子比例：

0.0
拓扑面积：

30.19
氢给体数：

1.0
氢受体数：

2.0

安全信息

海关编码：

2933990090

SDS

SDS：d25296144049c1358ab9201da7d23dd2

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Name:	Benzimidazo(1,2-c)quinazoline-6-thiol, 98% Material Safety Data Sheet
Synonym:	6-Mercaptobenzimidazo[1,2-c]quinazoline
CAS:	24192-82-3

Section 1 - Chemical Product MSDS Name: Benzimidazo(1,2-c)quinazoline-6-thiol, 98% Material Safety Data Sheet
Synonym: 6-Mercaptobenzimidazo[1,2-c]quinazoline

SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
24192-82-3	Benzimidazo[1,2-c]quinazoline-6-thiol	98	246-071-3

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

SECTION 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW 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 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:
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:
Antidote: None reported.

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 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 or absorb material, then place into a suitable clean, dry, closed container for disposal. 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.
Storage:
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

SECTION 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 24192-82-3: 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: > 300 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: N/A
Explosion Limits, upper: N/A
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C14H9N3S
Molecular Weight: 251.31

SECTION 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Irritating and toxic fumes and gases.
Hazardous Polymerization: Has not been reported.

SECTION 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 24192-82-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Benzimidazo[1,2-c]quinazoline-6-thiol - 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: Not available.
Risk Phrases:
Safety Phrases: 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# 24192-82-3: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 24192-82-3 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 24192-82-3 is not listed on the TSCA inventory. It is for research and development use only.

SECTION 16 - ADDITIONAL INFORMATION
MSDS Creation Date: 10/29/1998 Revision #2 Date: 3/18/2003 The information above is believed to be accurate and represents the best information currently available to us. However, we make no warranty of merchantability or any other warranty, express or implied, with respect to such information, and we assume no liability resulting from its use. Users should make their own investigations to determine the suitability of the information for their particular purposes. In no way shall the company be liable for any claims, losses, or damages of any third party or for lost profits or any special, indirect, incidental, consequential or exemplary damages, howsoever arising, even if the company has been advised of the possibility of such damages.

SECTION 16 - ADDITIONAL INFORMATION
N/A

上下游信息

下游产品

中文名称	英文名称	CAS号	化学式	分子量
——	2-methylmercaptobenzimidazo<1,2-c>quinazoline	76196-83-3	C₁₅H₁₁N₃S	265.338
——	6-(4-fluorobenzylsulfanyl)benzo[4,5]imidazo[1,2-c]quinazoline	688792-76-9	C₂₁H₁₄FN₃S	359.427
——	6-(2-chlorobenzylsulfanyl)benz[4,5]imidazo[1,2-c]quinazoline	422276-60-6	C₂₁H₁₄ClN₃S	375.881
——	[N-(benzimidazo[1,2-c]quinazolyl)-3-aminopropyl]-[N-(benzimidazo[1,2-c]quinazolyl)-2-aminoethyl]amine	——	C₃₅H₃₃N₉	579.707
——	5a,10,14b,15-tetraaza-benzo[a]indeno[1,2-c]anthracen-5-one	——	C₂₁H₁₂N₄O	336.352

反应信息

作为反应物：

描述：

苯并咪唑并[1,2-c]喹唑啉-6(5H)-硫酮生成 N,N-dimethyl-1-(10-methylbenzimidazolo[1,2-c]quinazolin-6-yl)methanamine

参考文献：

名称：

BRANA, MIGUEL FERNANDEZ;BERLANGA, JOSE MARI CASTELLANO;GONZALEZ, DRA MARI+

摘要：

DOI：
作为产物：

描述：

邻苯二胺在盐酸、 potassium hydroxide 作用下，以乙醇、水为溶剂，反应 13.0h，生成苯并咪唑并[1,2-c]喹唑啉-6(5H)-硫酮

参考文献：

名称：

通过支架杂交设计和合成有效的苯并咪唑衍生物并评估它们对乳腺癌和肺癌细胞系的抗增殖和促凋亡活性

摘要：

目前用于药物发现和开发的方法之一是通过分子杂交从现有结构基序合成新型小化合物。本研究合成了一系列新的苯并咪唑[1,5- a ]咪唑、苯并咪唑[1,2- c ]噻唑、苯并咪唑三嗪和苯并咪唑[1,2- c ]喹唑啉支架。C-H 环胺化，使用无金属合成途径，作为针对乳腺癌 (MCF-7) 和肺癌 (A549) 癌细胞系的有效抗增殖抗血管生成分子。具有杂环的苯并咪唑支架的扩展导致占据 ATP 结合位点和相邻疏水口袋的三齿环状系统，通过额外的 H 键并完全占据入口区域，引发对 VEGFR2 的有希望的亲和力和选择性。分子对接研究表明，大多数设计的化合物与 VEGFR-2 结合采用 DFG-in 构象，其中苯并咪唑支架占据铰链区，中心芳环占据与铰链区相邻的疏水区 I，氢键供体 /受体与富含氢键的区域结合。与乐伐替尼相比，-1和-132.68 kcal mol -1的Glide E -模型值，化合物17具有-8

DOI：

10.1039/d1nj05655g

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文献信息

SYNTHESIS OF BENZIMIDAZO[1,2-c]QUINAZOLINE-6(5H)-THIONES

作者：Alexandre Ivachtchenko、Sergiy Kovalenko、Oleksandr Drushlyak

DOI：10.1515/hc.2002.8.3.233

日期：2002.1

-4-on-2-thiones 3, 4 obtained by us in an almost 100% yield by condensation of 2-carboxymethylphenylisothiocyanates 1, 2 with o-phenylenediamine (Scheme). Cyclizations of compounds 3, 4 were carried out in a mixture of 80% N,Ndimethylformamide and 20% acetic acid under reflux for 3 hours. Quite unexpectedly, instead of the anticipated benzimidazo[l,2-£]quinazoline-4(l//)-ones 5, 6, benzimidazo[l,2

通过环化 3-(2aminophenyl)quinazoline-2-thioxo-4-ones 制备新的苯并咪唑 [1,2-c]quinazoline-6(5//)-thiones。这些产物的烷基化导致苯并咪唑并[1,2-c]喹唑啉的S-烷基衍生物。喹唑啉硫酮衍生物和一些包含喹唑啉硫酮片段的缩聚杂环作为生物活性物质是令人感兴趣的。例如，甲基 6-oxo3,4-dihydro-2//,6//-[ 1,3]thiazino[2,3-6]quinazoline-2-carboxylate 具有抗高血压活性，2-benzylthio-3-[2 -[4-(2-甲氧基苯基)哌嗪基]乙基]-4(3//)-quinazolinone 是一种有效的 α1-肾上腺素受体拮抗剂，具有抗高血压作用，iV-[4-(l//-imidazoll-yl)丁基]-7-异丙基-5-氧代-5//-噻唑[2，3-6]quina
Synthesis of Isothiocyanates and Unsymmetrical Thioureas with the Bench-Stable Solid Reagent (Me<sub>4</sub>N)SCF<sub>3</sub>

作者：Thomas Scattolin、Alexander Klein、Franziska Schoenebeck

DOI：10.1021/acs.orglett.7b00689

日期：2017.4.7

selective, and rapid transformation of primary amines and diamines to isothiocyanates and cyclic thioureas is disclosed. As opposed to established approaches that employ toxic or volatile electrophilic liquids and require reaction control (i.e., slow addition, cooling), this protocol utilizes the bench-stable, solid reagent (Me4N)SCF3 at room temperature. The method is characterized by operational simplicity

公开了伯胺和二胺高效，选择性和快速转化为异硫氰酸酯和环状硫脲的方法。与采用有毒或挥发性亲电子液体并需要反应控制（即，缓慢添加，冷却）的既定方法相反，该协议在室温下利用了台式稳定的固体试剂（Me 4 N）SCF 3。该方法的特点是操作简单，速度快，效率高，官能团耐受性高和后期适用性强。副产物为固体，允许通过过滤分离目标化合物。
Heptacoordinated diphenyllead; hexa- and pentacoordinated triphenyllead and tin compounds derived from 5H-benzimidazo[1,2-c]quinazoline-6-thione

作者：Adriana Esparza-Ruiz、Adrián Peña-Hueso、Iris Ramos-García、Angelina Flores-Parra、Rosalinda Contreras

DOI：10.1016/j.jorganchem.2008.05.022

日期：2008.8

approaches the metal atom from an oblique direction giving a weak coordination. Hexacoordinated metal atoms were obtained by Lewis bases coordination to the polycyclic tin and lead compounds, which was possible because the M-phenyl groups form a cavity that allows the bases to approach from the opposite direction to the sulfur atom. In some crystals, two molecules formed a cavity where a solvent molecule

七配位的二苯基铅；报道了衍生自5H-苯并咪唑并[1,2-c]喹唑啉-6-硫酮的六和五配位的三苯基铅和锡化合物。通过119 Sn和207 Pb NMR在溶液中发现相同的分子结构，通过X射线衍射分析在固态下发现相同的分子结构。配体通过S和N结合，得到四元环。由于五配位化合物和六配位化合物中螯合环的张力，氮从倾斜方向接近金属原子，因此配位力弱。六配位金属原子是通过路易斯碱与多环锡和铅化合物配位而获得的，这是可能的，因为M-苯基形成一个空腔，该空腔使碱从相反的方向接近硫原子。在某些晶体中，两个分子形成一个空腔，其中包含溶剂分子。获得了与两个配体结合的七配位联苯铅，并具有较不常见的五边形双锥体几何形状和顺式构型，两个硫原子靠得很近。
Heterocyclic Amplifiers of Phleomycin. IX. Some Derivatives of Fused and Unfused Mono- and Di-aza Heterocycles

作者：GB Barlin、SJ Ireland

DOI：10.1071/ch9851685

日期：——

Some mono- and bis-dimethylaminoethylthio, dimethylaminopropylthio and carbamoylmethylthio derivatives of pyridine, pyridazine , 1,3,4- thiadiazole , thiazoline , quinoline , quinoxaline , quinazoline , phthalazine , 6-nitrobenzothiazole and benzimidazo [1,2-c] quinazoline have been prepared for testing as amplifiers of phleomycin. These compounds showed relatively low activity; the highest activity was shown by 4-(2′-dimethylaminoethylthio) quinoline at three star, but a number were antibacterial under the test conditions.

制备了吡啶、哒嗪、1,3,4-噻二唑、噻唑啉、喹啉、喹喔啉、喹唑啉、酞嗪、6-硝基苯并噻唑和苯并咪唑并[1,2-c]喹唑啉的一些单二甲胺基乙硫基、二甲胺基丙硫基和氨基甲酰甲硫基衍生物，并将其作为弗来霉素的放大剂进行试验。这些化合物的活性相对较低；4-（2′-二甲氨基乙硫基）喹啉的活性最高，为 3 星，但在试验条件下，一些化合物具有抗菌作用。
Heterocyclic synthesis via a tandem aza-Wittig reaction/heterocumulene-mediated annulation reaction. New methodology for the preparation of quinazoline derivatives.

作者：Pedro Molina、Mateo Alajarín、Angel Vidal

DOI：10.1016/s0040-4039(00)82131-0

日期：1988.1

The aza-Wittig reaction of iminophosphoranes derived fromN-substituted o-azidobenzamides or 2-(o-azido) phenyl benzimidazolewith isocyanates, carbon dioxide or carbon disulphide, lead tofunctionalized 4(3H)-quinazolinones and benzimidazo [1,2-c]quinazolines respectively.

N-取代的邻叠氮基苯甲酰胺或2-（邻叠氮基）苯基苯并咪唑与异氰酸酯，二氧化碳或二硫化碳的亚氨基膦腈的aza-Wittig反应导致官能化的4（3H）-喹唑啉酮和苯并咪唑并[1,2-c]喹唑啉分别。

苯并咪唑并[1,2-c]喹唑啉-6(5H)-硫酮 | 24192-82-3

分子结构分类

物化性质

计算性质

安全信息

SDS

上下游信息

反应信息

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