莱菔硫烷 | 4478-93-7
中文名称
莱菔硫烷
中文别名
1-异硫氰基-4-(甲基亚硫酰基)丁烷；D,L-1-异硫氰基-4R-(甲基亚硫酰基)丁烷；萝卜硫素； 萝卜硫素； 1-异硫氰基-4-(甲基亚硫酰基)丁烷；磺胺葡聚糖
英文名称
D,L-sulforaphane
英文别名
sulforaphane；SFN；L-sulforaphane；4-(methylsulfinyl)butylisothiocyanate；(±)-sulforaphane；1-isothiocyanato-4-methylsulfinylbutane
CAS
4478-93-7
化学式
C6H11NOS2
mdl
MFCD00198068
分子量
177.291
InChiKey
SUVMJBTUFCVSAD-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
- 物化性质
- 计算性质
- ADMET
- 安全信息
- SDS
- 制备方法与用途
- 上下游信息
- 文献信息
- 表征谱图
- 同类化合物
- 相关功能分类
- 相关结构分类
物化性质
- 沸点：125-135°C
- 密度：1.17±0.1 g/cm3(Predicted)
- 溶解度：DMSO：可溶40 mg/mL
- LogP：0.407 (est)
- 物理描述：Solid
- 保留指数：1770
- 稳定性/保质期：常温常压下稳定，是一种黄色至棕色的液体。
计算性质
- 辛醇/水分配系数(LogP)：1.4
- 重原子数：10
- 可旋转键数：5
- 环数：0.0
- sp3杂化的碳原子比例：0.833
- 拓扑面积：80.7
- 氢给体数：0
- 氢受体数：4
安全信息
- 安全说明：S23,S24/25
- WGK Germany：3
- 海关编码：2930909090
- 包装等级：III
- 危险类别：6.1
- 危险性防范说明：P501,P261,P270,P210,P271,P264,P280,P302+P352,P370+P378,P337+P313,P305+P351+P338,P362+P364,P332+P313,P301+P310+P330,P304+P340+P311,P403+P233,P403+P235,P405
- 危险品运输编号：2810
- 危险性描述：H301+H331,H315,H319,H335,H227
- 储存条件：请将药品存放在避光、通风干燥的地方，并密封保存。
SDS
SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : DL-Sulforaphane
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. : 4478-93-7
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
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
This substance is not classified as dangerous according to Directive 67/548/EEC.
Other hazards - none
SECTION 3: Composition/information on ingredients
Substances
Synonyms : 1-Isothiocyanato-4-(methylsulfinyl)-butane
Formula : C6H11NOS2
Molecular Weight : 177,29 g/mol
CAS-No. : 4478-93-7
No components need to be disclosed according to the applicable regulations.
SECTION 4: First aid measures
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water.
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
Avoid breathing vapours, mist or gas.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
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
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. Containers which are
opened must be carefully resealed and kept upright to prevent leakage.
Recommended storage temperature: -20 °C
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
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
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
Respiratory protection not required. For nuisance exposures use type OV/AG (US) or type ABEK
(EU EN 14387) 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: liquid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
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 acids, Strong bases
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
no data available
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.
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
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.
制备方法与用途
天然抗癌物质——萝卜硫素
萝卜硫素介绍
萝卜硫素，又称“莱菔子素”，主要在西兰花、芥蓝及北方圆红萝卜等十字花科植物中含量丰富。它是一种常见抗氧化剂，在天然抗癌物质中效力最强、效果最好，具有显著的抗癌作用。
萝卜硫素作为多功能诱导物，能激活机体产生II型解毒酶——谷胱甘肽转移酶和醌还原酶。这些酶可以抵抗多种致癌物质，防止它们破坏健康细胞内的遗传因子，从而发挥抗癌作用。此外，研究表明，萝卜硫素不仅能够直接抑制基因启动子/5-UTR区CpG DNA的甲基化及组蛋白脱乙酰基酶（HADC）的活性，还能选择性地促进组蛋白乙酰化和甲基化，使癌细胞中被异常关闭的一些具有重要功能的基因恢复表达。这种机制能够有效抑制包括结肠癌、胃癌、肺癌等在内的多种癌症。
发现历程1992年，塔拉雷实验室宣布发现了一种超强诱导phase2酵素物质——萝卜硫素。他们通过研究暴露在致癌物质下的老鼠来探讨其抗癌效果。结果显示，在接受萝卜硫素的老鼠中，原本有乳房肿瘤的老鼠数目减少了60%，患癌老鼠的肿瘤体积也缩小了75%。这表明从十字花科植物中提取或人工合成萝卜硫素，用于保健食品具有深远的意义。
抗癌作用除了上述机制外，萝卜硫素还能够激发人体内的自我抗癌机制。当环境、食物和其他致癌物质对人体产生影响时，它会启动体内的抗氧化剂水平，并生成HDAC酶来阻止肿瘤生长。此外，萝卜硫素还能促进身体产生排泄致癌物的酶。
通过食用西兰花等含有苷元素的食物，可以产生萝卜硫素。研究证明，这种物质可能能够停止癌症干细胞的发展，避免化疗和放射疗法导致癌症细胞的增长反弹。
提取与分离以西兰花种子为原料：提取结果显示，在水解pH值4.0、水解时间12小时、萃取溶剂乙酸乙酯条件下，萝卜硫素的提取率为3.5%，纯度超过95%。
大孔树脂分离纯化工艺研究：通过实验筛选出SP850树脂适合用于分离和纯化萝卜硫素。在特定的上柱液量、流速及洗脱条件（乙醇浓度为50%，体积6BV，流速3BV/h）下，吸附量可达32.83mg/mL树脂，洗脱率高达91.84%，产品纯度达88.7%。
目前人工合成萝卜硫素的方法主要有三种：化学法、酶法及两者结合的工艺。
化学法：Desai等人团队在2003年通过五步同位素标记反应合成了萝卜硫素，产率约为10%。
酶法：从十字花科蔬菜中提取葡萄糖莱菔子苷作为前体，经水解制备萝卜硫素。
化学与酶法结合：通过选择性氧化将葡萄糖莱菔子苷转化为目标产物，该工艺具有工业化潜力。
萝卜硫素不仅能够发挥抗肿瘤作用，还有助于清除肺部细菌和防治痛风等疾病。此外，它也可作为白血病的辅助治疗手段。
上下游信息
反应信息
- 作为反应物：参考文献：名称：Medicine comprising a thiourea for use as depigmenting agent or anti-mutagenic and anti-carcinogenic agent摘要：本发明涉及一种药物或化妆品组合物，包括至少一种具有通式（I）的硫脲，或者通式（IIa）、（IIb）和（III）的单氧化物或二氧化物衍生物之一，或其混合物。该药物可优化用于抑制酪氨酸酶、抑制黑色素合成、美白或脱色皮肤、消除老年斑以及作为抗突变和抗癌剂。公开号：US20060135618A1
- 作为产物：参考文献：名称：Medicine comprising a thiourea for use as depigmenting agent or anti-mutagenic and anti-carcinogenic agent摘要：本发明涉及一种药物或化妆品组合物，包括至少一种具有通式（I）的硫脲，或者通式（IIa）、（IIb）和（III）的单氧化物或二氧化物衍生物之一，或其混合物。该药物可优化用于抑制酪氨酸酶、抑制黑色素合成、美白或脱色皮肤、消除老年斑以及作为抗突变和抗癌剂。公开号：US20060135618A1
文献信息
- [EN] DERIVATIVES OF AMANITA TOXINS AND THEIR CONJUGATION TO A CELL BINDING MOLECULE<br/>[FR] DÉRIVÉS DE TOXINES D'AMANITES ET LEUR CONJUGAISON À UNE MOLÉCULE DE LIAISON CELLULAIRE申请人：HANGZHOU DAC BIOTECH CO LTD公开号：WO2017046658A1公开（公告）日：2017-03-23Derivatives of Amernita toxins of Formula (I), wherein, formula (a) R 1, R 2, R 3, R 4, R 5, R 6, R 7, R 8, R 9, R 10, X, L, m, n and Q are defined herein. The preparation of the derivatives. The therapeutic use of the derivatives in the targeted treatment of cancers, autoimmune disorders, and infectious diseases.Amernita毒素的衍生物的化学式（I），其中，化学式（a）中的R 1、R 2、R 3、R 4、R 5、R 6、R 7、R 8、R 9、R 10、X、L、m、n和Q在此处被定义。这些衍生物的制备。这些衍生物在靶向治疗癌症、自身免疫性疾病和传染病中的治疗用途。
- [EN] A CONJUGATE OF A CYTOTOXIC AGENT TO A CELL BINDING MOLECULE WITH BRANCHED LINKERS<br/>[FR] CONJUGUÉ D'UN AGENT CYTOTOXIQUE À UNE MOLÉCULE DE LIAISON CELLULAIRE AVEC DES LIEURS RAMIFIÉS申请人：HANGZHOU DAC BIOTECH CO LTD公开号：WO2020257998A1公开（公告）日：2020-12-30Provided is a conjugation of cytotoxic drug to a cell-binding molecule with a side-chain linker. It provides side-chain linkage methods of making a conjugate of a cytotoxic molecule to a cell-binding ligand, as well as methods of using the conjugate in targeted treatment of cancer, infection and immunological disorders.提供了一种将细胞毒性药物与一个侧链连接分子结合的共轭物。它提供了制备细胞毒性分子与细胞结合配体的共轭物的侧链连接方法，以及在靶向治疗癌症、感染和免疫性疾病中使用该共轭物的方法。
- [EN] CROSS-LINKED PYRROLOBENZODIAZEPINE DIMER (PBD) DERIVATIVE AND ITS CONJUGATES<br/>[FR] DÉRIVÉ DE DIMÈRE DE PYRROLOBENZODIAZÉPINE RÉTICULÉ (PBD) ET SES CONJUGUÉS申请人：HANGZHOU DAC BIOTECH CO LTD公开号：WO2020006722A1公开（公告）日：2020-01-09A novel cross-linked cytotoxic agents, pyrrolobenzo-diazepine dimer (PBD) derivatives, and their conjugates to a cell-binding molecule, a method for preparation of the conjugates and the therapeutic use of the conjugates.一种新型的交联细胞毒剂，吡咯苯并二氮杂环二聚体（PBD）衍生物，以及它们与细胞结合分子的结合物，一种制备这些结合物的方法以及这些结合物的治疗用途。
- [EN] NRF2 REGULATORS<br/>[FR] RÉGULATEURS DE NRF2申请人：GLAXOSMITHKLINE IP DEV LTD公开号：WO2016203401A1公开（公告）日：2016-12-22The present invention relates to aryl analogs, pharmaceutical compositions containing them and their use as Nrf2 regulators.本发明涉及芳基类似物，含有它们的药物组合物以及它们作为Nrf2调节剂的用途。
- [EN] 3-(2,3-DIHYDRO-1H-INDEN-5-YL)PROPANOIC ACID DERIVATIVES AND THEIR USE AS NRF2 REGULATORS<br/>[FR] DÉRIVÉS D'ACIDE PROPANOÏQUE 3-(2,3-DIHYDRO-1H-INDEN-5-YL) ET LEUR UTILISATION EN TANT QUE RÉGULATEURS DE NRF2申请人：GLAXOSMITHKLINE IP DEV LTD公开号：WO2018104766A1公开（公告）日：2018-06-14The present invention relates to compounds of Formula (I), and Formula (II), wherein B is benzotriazolyl, phenyl, triazolopyridinyl, or -(CH2)2-triazolyl each of which may be unsubstituted or substituted by 1, 2, or 3 substituents independently chosen from -C1-3 alkyl, -O-C1-3 alkyl, CN, - (CH2)2-O-(CH2)2-OR4 and halo; and D is -C(O)OH, -C(O)NHSO2CH3, -SO2NHC(O)CH3, 5-(trifluoromethyl)-4H-1,2,4-triazol-2-yl, or tetrazolyl; and their use as NRF2 regulators.本发明涉及式(I)和式(II)的化合物，其中B为苯并三唑基、苯基、三唑吡啶基或-(CH2)2-三唑基，每种基团可以是未取代的或被1、2或3个取代基取代，所述取代基独立地选自-C1-3烷基、-O-C1-3烷基、CN、-(CH2)2-O-(CH2)2-OR4和卤素；D为-C(O)OH、-C(O)NHSO2CH3、-SO2NHC(O)CH3、5-(三氟甲基)-4H-1,2,4-三唑-2-基或四唑基；以及它们作为NRF2调节剂的用途。
同类化合物
降钙素杂质15 钌(3+)三氯化-亚硫酰基二甲烷(1:2)氨酸酯 辛基-2-羟基乙基亚砜 蚜灭多亚砜 莱菔素 莱菔硫烷 硫代二乙二醇亚砜 硝呋太尔杂质20(非对映异构体混合物) 癸基甲基亚砜 甲基硫代膦酸O-乙基S-[2-(丙基亚磺酰)乙基]酯 甲基甲基硫代甲砜 特丁硫磷亚砜 涕灭威亚砜 氘代二甲亚砜 正丙基亚砜 正丁基亚砜 异亚砜磷 异丙基甲基亚砜 庚基亚砜 叔丁基甲砜 叔丁基甲基亚砜 十八烷基甲基亚砜 十二烷基甲基亚砜 亚胺硫磷 亚砜磷 二甲基亚砜-13C2 二甲基亚砜 二烯丙基砜 二正辛基亚砜 二正十二烷基亚砜 二异丙基亚砜 二异丁基亚砜 二-仲-丁基亚砜 二-n-己基亚砜 二(甲基亚磺酰)甲烷 二(2-乙基己基)亚砜 二(1,2-二氯乙烯基)亚砜 乙基甲基亚砜 乙基乙硫基甲基亚砜 乙基-氯甲基亚砜 乙亚磺酰乙烷 丙基乙基亚砜 [(氯甲基)亚磺酰基]-1,2-丙二烯 [(2-羟基十四烷基)亚磺酰]乙酸 [(1,1-二甲基乙基)亚磺酰]乙酸乙酯 S-甲基-N，N-二乙基二硫代氨基甲酸酯亚砜 N,N-二乙基-1-甲基亚磺酰甲酰胺 L-萝卜硫素 D,L-萝卜硫素-d8 7-甲氧基香豆素-3-甲二甲苯基-脯氨酰-亮氨酰-甘氨酰-脯氨酰-赖氨酰-2,4-二硝基苯基
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