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11-氨基十一酸 | 2432-99-7

中文名称
11-氨基十一酸
中文别名
11-氨基十一烷酸;ω-氨基十一烷酸
英文名称
11-aminoundecanoic acid
英文别名
11-amino-n-undecanoic acid;11-Azaniumylundecanoate
11-氨基十一酸化学式
CAS
2432-99-7
化学式
C11H23NO2
mdl
MFCD00008150
分子量
201.309
InChiKey
GUOSQNAUYHMCRU-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
  • 反应信息
  • 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

  • 熔点:
    188-191 °C (lit.)
  • 沸点:
    339.24°C (rough estimate)
  • 密度:
    0.9896 (rough estimate)
  • 溶解度:
    2克/升
  • LogP:
    -0.16 at 20℃
  • 物理描述:
    11-aminoundecanoic acid appears as white crystalline solid or powder. (NTP, 1992)
  • 稳定性/保质期:
    避免与不相容材料接触。禁止存放在55℃的地方。

计算性质

  • 辛醇/水分配系数(LogP):
    -1
  • 重原子数:
    14
  • 可旋转键数:
    10
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    0.909
  • 拓扑面积:
    63.3
  • 氢给体数:
    2
  • 氢受体数:
    3

ADMET

毒理性
  • 致癌性证据
没有关于人类的数据。动物致癌性的证据有限。总体评估:第3组:该物质对人类致癌性无法分类。
No data are available in humans. Limited evidence of carcinogenicity in animals. OVERALL EVALUATION: Group 3: The agent is not classifiable as to its carcinogenicity to humans.
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 致癌物分类
国际癌症研究机构致癌剂:11-氨基十一酸
IARC Carcinogenic Agent:11-Aminoundecanoic acid
来源:International Agency for Research on Cancer (IARC)
毒理性
  • 致癌物分类
国际癌症研究机构(IARC)致癌物分类:第3组:对其对人类的致癌性无法分类
IARC Carcinogenic Classes:Group 3: Not classifiable as to its carcinogenicity to humans
来源:International Agency for Research on Cancer (IARC)
毒理性
  • 致癌物分类
国际癌症研究机构专著:第39卷:(1986年)某些用于塑料和橡胶的化学品
IARC Monographs:Volume 39: (1986) Some Chemicals Used in Plastics and Elastomers
来源:International Agency for Research on Cancer (IARC)
毒理性
  • 非人类毒性摘录
11-氨基十一酸致癌生物检测是通过给F344大鼠和B6C3F1小鼠喂食含有7500或15000 ppm该物质的饮食,持续104周(大鼠)或103周(小鼠)进行的。结果显示,在小鼠中为阴性,但在大鼠中为阳性。
CARCINOGENESIS BIOASSAY OF 11-AMINOUNDECANOIC ACID WAS CARRIED OUT BY ADMIN DIETS CONTAINING 7500 OR 15,000 PPM TO F344 RATS & B6C3F1 MICE FOR 104 WEEKS (RATS) OR 103 WEEKS (MICE). RESULTS WERE NEGATIVE IN MICE BUT POSITIVE IN RATS.
来源:Hazardous Substances Data Bank (HSDB)

安全信息

  • 安全说明:
    S24/25
  • 危险类别码:
    R52
  • WGK Germany:
    1
  • 海关编码:
    29224995
  • 危险品标志:
    Xn
  • RTECS号:
    YQ2293000
  • 危险性防范说明:
    P280,P305+P351+P338
  • 危险性描述:
    H302
  • 储存条件:
    密封保存,应储存在阴凉干燥的仓库中,并常采用氮气保护。

SDS

SDS:1394cfffcb366697fd0057d956eb2f9d
查看

SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 11-Aminoundecanoic acid
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. : 2432-99-7
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.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
R52
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Other hazards
This substance/mixture contains no components considered to be either persistent, bioaccumulative and
toxic (PBT), or very persistent and very bioaccumulative (vPvB) at levels of 0.1% or higher.

SECTION 3: Composition/information on ingredients
Substances
Formula : C11H23NO2
Molecular weight : 201,31 g/mol
CAS-No. : 2432-99-7
EC-No. : 219-417-6
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
11-Aminoundecanoic acid
CAS-No. 2432-99-7 <= 100 %
EC-No. 219-417-6
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
11-Aminoundecanoic acid
CAS-No. 2432-99-7 R52 <= 100 %
EC-No. 219-417-6

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
Flush eyes with water as a precaution.
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)
Advice for firefighters
Wear self-contained breathing apparatus for firefighting if necessary.
Further information
No data available

SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation.
For personal protection see section 8.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the
environment must be avoided.
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
Provide appropriate exhaust ventilation at places where dust is formed.
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.
Storage class (TRGS 510): Non Combustible Solids
Specific end use(s)
Apart 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
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
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., 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 is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into
the environment must be avoided.

SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: powder
Colour: white
b) Odour No data available
c) Odour Threshold No data available
d) pH No data available
e) Melting point/freezing Melting point/range: 188 - 191 °C - lit.
point
f) Initial boiling point and No data available
boiling range
g) Flash point No data available
h) Evaporation rate No data available
i) Flammability (solid, gas) The product is not flammable. - Flammability (solids)
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 0,8 g/l at 25 °C - soluble
o) Partition coefficient: n- No data available
octanol/water
p) Auto-ignition > 360 °C at 1.013,25 hPa
temperature
q) Decomposition > 180 - < 240 °C -
temperature
r) Viscosity No data available
s) Explosive properties No data available
t) Oxidizing properties No data available
Other safety information
Bulk density 0,5 g/l at 20 °C

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 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
LD50 Oral - Rat - female - 14.700 - 21.500 mg/kg
(OECD Test Guideline 401)
LD0 Dermal - Rat - male and female - >= 2.000 mg/kg
(OECD Test Guideline 402)
Skin corrosion/irritation
Skin - Rabbit
Result: No skin irritation - 23 h
(OECD Test Guideline 404)
Serious eye damage/eye irritation
Eyes - Rabbit
Result: No eye irritation - 7 d
(OECD Test Guideline 405)
Respiratory or skin sensitisation
Maximisation Test (GPMT) - Guinea pig
Result: Does not cause skin sensitisation.
(OECD Test Guideline 406)
Germ cell mutagenicity
Hamster
ovary
Result: negative
OECD Test Guideline 484
Mouse - male
Result: negative
Carcinogenicity
Carcinogenicity - Rat - Oral
Tumorigenic:Carcinogenic by RTECS criteria. Kidney, Ureter, Bladder:Tumors.
Carcinogenicity - Rat - Oral
Tumorigenic:Neoplastic by RTECS criteria. Skin and Appendages: Other: Tumors.
IARC: 3 - Group 3: Not classifiable as to its carcinogenicity to humans (11-Aminoundecanoic acid)
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: YQ2293000

SECTION 12: Ecological information
Toxicity
Toxicity to fish static test LC50 - Danio rerio (zebra fish) - > 833 mg/l - 96 h
(OECD Test Guideline 203)
Toxicity to daphnia and static test EC50 - Daphnia magna (Water flea) - > 350 mg/l - 48 h
other aquatic (OECD Test Guideline 202)
invertebrates
Toxicity to algae static test EC50 - Pseudokirchneriella subcapitata - 53 mg/l - 72 h
(OECD Test Guideline 201)
Toxicity to bacteria Growth inhibition EC50 - Pseudomonas putida - 1,5 mg/l - 16 h
Persistence and degradability
Biodegradability aerobic - Exposure time 28 d
Result: 77 % - Readily biodegradable.
(OECD Test Guideline 301B)
Bioaccumulative potential
No data available
Mobility in soil
No data available
Results of PBT and vPvB assessment
This substance/mixture contains no components considered to be either persistent, bioaccumulative and
toxic (PBT), or very persistent and very bioaccumulative (vPvB) at levels of 0.1% or higher.
Other adverse effects
Harmful to aquatic life.

SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. 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 R-phrases referred to under sections 2 and 3
R52 Harmful to aquatic organisms.
Further information
Copyright 2014 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

化学性质:板状晶体,由水重结晶而成。

用途:可用于聚酰胺的生产。

类别:有毒物品,属于剧毒物质。

毒性分级:口服对大鼠的半数致死剂量(LD50)为14.7毫克/公斤。

可燃性危险特性:可燃,在高温下会产生有毒氮氧化物烟雾。

储运特性:需存放在通风、低温和干燥的库房中。

灭火剂:使用干粉、泡沫、砂土、二氧化碳或雾状水进行灭火。

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量
    • 1
    • 2
    • 3
  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量
    • 1
    • 2

反应信息

  • 作为反应物:
    描述:
    11-氨基十一酸 在 lithium aluminium tetrahydride 作用下, 以 四氢呋喃 为溶剂, 反应 48.5h, 以75%的产率得到11-aminoundecan-1-ol
    参考文献:
    名称:
    4-N-烷酰基和 4-N-烷基吉西他滨类似物的合成和细胞生长抑制评估
    摘要:
    吉西他滨与官能羧酸(C9-C13)或4-反应的耦合Ñ -tosylgemcitabine与相应的,得到的烷基胺4- ñ -烷酰基和4- Ñ烷基吉西他滨衍生物。在与18 F 标记方案兼容的条件下,烷基链上具有末端羟基的类似物被有效氟化。4- N-烷酰基吉西他滨在低纳摩尔范围内对一组肿瘤细胞系显示出有效的细胞抑制活性,而4- N-烷基吉西他滨的细胞毒性在低微摩尔范围内。4- N的细胞毒性-烷酰基吉西他滨类似物在 2'-脱氧胞苷激酶 (dCK) 缺陷型 CEM/dCK -细胞系中降低了大约 2 个数量级,而 4- N -烷基吉西他滨的细胞毒性仅低 2-5 倍。这些化合物都不能作为细胞溶质 dCK 的有效底物;因此,4- N-烷酰基类似物需要首先转化为吉西他滨以显示显着的细胞抑制潜力,而4- N-烷基衍生物获得适度的活性而没有可测量的转化为吉西他滨。
    DOI:
    10.1021/jm401586a
  • 作为产物:
    描述:
    12-羟基硬脂酸L-丙氨酸 、 sodium hydroxide 作用下, 以 aq. buffer 为溶剂, 反应 2.0h, 以36%的产率得到11-氨基十一酸
    参考文献:
    名称:
    利用可再生长链脂肪酸微生物合成中链α,ω-二羧酸和ω-氨基羧酸
    摘要:
    使用生物催化剂可以将长链脂肪酸生物转化为中链α,ω-二羧酸或ω-氨基羧酸。这项研究提出了直接由脂肪酸(例如,C 9,C 11,C 12,C 13)和ω-氨基羧酸(例如C 11,C 12,C 13)生产的方法。 ,油酸,蓖麻油酸,去油酚酸)使用重组大肠杆菌为基础的生物催化剂。ω-羟基羧酸,是通过脂肪酸的氧化裂解而产生的然后,由恶臭假单胞菌GPo1的醇脱氢酶(ADH,AlkJ)将涉及脂肪酸双键水合酶,醇脱氢酶,Baeyer-Villiger单加氧酶和酯酶的酶促反应氧化为α,ω-二羧酸。氨基羧酸通过从ADH的串联组合恶臭假单胞菌GPO1和的ω转氨酶Silicibacter pomeroyi。在生物转化过程中,大肠杆菌天然酶可还原脂肪酸(如蓖麻油酸和间苯二酚酸)中存在的双键。这项研究表明,与工业相关的基石(C 9至C 13 饱和α,ω-二羧酸和ω-氨基羧酸)可以通过生物催化从可再生脂肪酸中生产。
    DOI:
    10.1002/adsc.201300784
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文献信息

  • [EN] A CONJUGATE OF A TUBULYSIN ANALOG WITH BRANCHED LINKERS<br/>[FR] CONJUGUÉ D'UN ANALOGUE DE TUBULYSINE AVEC DES LIEURS RAMIFIÉS
    申请人:HANGZHOU DAC BIOTECH CO LTD
    公开号:WO2019127607A1
    公开(公告)日:2019-07-04
    The present invention relates to the conjugation of a tubulysin analog compound to a cell-binding molecule with branched/side-chain linkers for having better delivery of the conjugate compound and targeted treatment of abnormal cells. It also relates to a branched-linkage method of conjugation of a tubulysin analog molecule to a cell-binding ligand, as well as methods of using the conjugate in targeted treatment of cancer, infection and autoimmune disease.
    本发明涉及将一种管腔霉素类似物化合物与具有分支/侧链连接物的细胞结合分子结合,以实现结合物的更好传递和靶向治疗异常细胞。它还涉及一种将管腔霉素类似物分子与细胞结合配体结合的分支连接方法,以及在靶向治疗癌症、感染和自身免疫疾病中使用结合物的方法。
  • [EN] CONJUGATION LINKERS CONTAINING 2,3-DIAMINOSUCCINYL GROUP<br/>[FR] LIEURS DE CONJUGAISON CONTENANT UN GROUPE 2,3-DIAMINOSUCCINYLE
    申请人:HANGZHOU DAC BIOTECH CO LTD
    公开号:WO2020073345A1
    公开(公告)日:2020-04-16
    Provided is a conjugate of a cytotoxic drug/molecule to a cell-binding molecule with a bis-linker (adual-linker) containing a 2, 3-diaminosuccinyl group. It also relates to preparation of the conjugate of a cytotoxic drug/molecule to a cell-binding molecule with the bis-linker, particularly when the drug having functional groups of amino, hydroxyl, diamino, amino-hydroxyl, dihydroxyl, carboxyl, hydrazine, aldehyde and thiol for conjugation with the bis-linker in a specific manner, as well as the therapeutic use of the conjugates.
    提供的是将细胞毒性药物/分子与含有双联接剂(双联接剂)的细胞结合分子结合的共轭物。它还涉及将细胞毒性药物/分子与双联接剂的细胞结合分子结合的制备,特别是当药物具有氨基,羟基,二氨基,氨基-羟基,二羟基,羧基,双肼,醛基和硫醇等功能基团以特定方式与双联接剂结合时,以及这些共轭物的治疗用途。
  • Macrolide Synthesis through Intramolecular Oxidative Cross-Coupling of Alkenes
    作者:Bing Jiang、Meng Zhao、Shu-Sen Li、Yun-He Xu、Teck-Peng Loh
    DOI:10.1002/anie.201710601
    日期:2018.1.8
    A RhIII‐catalyzed intramolecular oxidative cross‐coupling between double bonds for the synthesis of macrolides is described. Under the optimized reaction conditions, macrocycles containing a diene moiety can be formed in reasonable yields and with excellent chemo‐ and stereoselectivity. This method provides an efficient approach to synthesize macrocyclic compounds containing a 1,3‐conjugated diene
    描述了用于大环内酯合成的双键之间的Rh III催化的分子内氧化交叉偶联。在优化的反应条件下,可以以合理的收率形成具有二烯部分的大环,并具有出色的化学和立体选择性。该方法为合成包含1,3-共轭二烯结构的大环化合物提供了一种有效的方法。
  • Copper-catalyzed aryl amination in aqueous media with 2-dimethylaminoethanol ligand
    作者:Zhikuan Lu、Robert J. Twieg
    DOI:10.1016/j.tetlet.2005.03.027
    日期:2005.4
    Copper-catalyzed amination of aryl bromides and iodides under mild conditions has been developed with 2-dimethylaminoethanol as ligand and water as solvent. A variety of hydrophilic and hydrophobic aryl halide substrates have been aminated in good yield with a variety of amino acids, amino alcohols and peptides. This method has successfully N-arylated some hydrophilic amino compounds not available
    以2-二甲基氨基乙醇为配体,水为溶剂,在温和条件下进行了铜催化的芳基溴化物和碘化物的胺化反应。各种亲水性和疏水性芳基卤化物底物均已与各种氨基酸,氨基醇和肽以高收率胺化。该方法已成功地使一些其他方法无法获得的亲水性氨基化合物N-芳基化。
  • Macrolactam Synthesis via Ring-Closing Alkene–Alkene Cross-Coupling Reactions
    作者:Manikantha Maraswami、Jeffrey Goh、Teck-Peng Loh
    DOI:10.1021/acs.orglett.0c03801
    日期:2020.12.18
    Reported herein is a practical method for macrolactam synthesis via a Rh(III)-catalyzed ring closing alkene–alkene cross-coupling reaction. The reaction proceeded via a Rh-catalyzed alkenyl sp2 C–H activation process, which allows access to macrocyclic molecules of different ring sizes. Macrolactams containing a conjugated diene framework could be easily prepared in high chemoselectivities and Z,E
    本文报道的是一种通过Rh(III)催化的闭环烯烃-烯烃交叉偶联反应合成大内酰胺的实用方法。反应是通过Rh催化的烯基sp 2 C–H活化过程进行的,该过程允许接触不同环大小的大环分子。含有共轭二烯骨架的大内酰胺可以很容易地以高化学选择性和Z,E立体选择性制备。
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表征谱图

  • 氢谱
    1HNMR
  • 质谱
    MS
  • 碳谱
    13CNMR
  • 红外
    IR
  • 拉曼
    Raman
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mass
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ir
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  • 峰位数据
  • 峰位匹配
  • 表征信息
Shift(ppm)
Intensity
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Assign
Shift(ppm)
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测试频率
样品用量
溶剂
溶剂用量
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