苯甲酸(环13C6) | 125945-98-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 苯甲酸(环13C6)
• 中文别名: 苯甲酸-环-13C6
• 英文名称: 13C6-benzoic acid
• 英文别名: benzoic-1,2,3,4,5,6-¹³C6 acid；benzoic-ring-¹³C₆ acid；benzoic acid-13C6；(1,2,3,4,5,6-13C6)cyclohexatrienecarboxylic acid
• CAS: 125945-98-4
• 化学式: C₇H₆O₂
• 分子量: 128.057
• InChiKey: WPYMKLBDIGXBTP-IDEBNGHGSA-N

物化性质

• 熔点：
  121-125 °C (lit.)
• 沸点：
  249 °C (lit.)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn,R
• WGK Germany：
  3
• 危险品运输编号：
  UN 2910 7

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : Benzoic acid-(ring-13C6)
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. : 125945-98-4

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SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Acute toxicity, Oral (Category 4), H302
Skin irritation (Category 2), H315
Serious eye damage (Category 1), H318
Respiratory sensitisation (Category 1), H334
Skin sensitisation (Category 1), H317
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
Xn Harmful R22, R37/38, R41, R42/43
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 Danger
Hazard statement(s)
Harmful if swallowed.
Causes skin irritation.
May cause an allergic skin reaction.
Causes serious eye damage.
May cause allergy or asthma symptoms or breathing difficulties if inhaled.
May cause respiratory irritation.
Precautionary statement(s)
Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
Wear protective gloves/ eye protection/ face protection.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
P342 + P311 If experiencing respiratory symptoms: Call a POISON CENTER or doctor/
physician.
Supplemental Hazard none
Statements
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Synonyms : 13C Labeled benzoic acid
Formula : 13C6CH6O2
Molecular Weight : 128,08 g/mol
CAS-No. : 125945-98-4
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
Benzoic-13C6 acid (ring-13C6)
CAS-No. 125945-98-4 Acute Tox. 4; Skin Irrit. 2; Eye <= 100 %
Dam. 1; Resp. Sens. 1; Skin
Sens. 1; STOT SE 3; H302,
H315, H317, H318, H334,
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
Benzoic-13C6 acid (ring-13C6)
CAS-No. 125945-98-4 Xn, R22 - R37/38 - R41 - <= 100 %
R42/43
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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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

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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
no data available
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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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.

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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.
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.
Store under inert gas. Hygroscopic.
Specific end use(s)
Apart from the uses mentioned in section 1.2 no other specific uses are stipulated

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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
Face shield and safety glasses 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.
Full contact
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: 480 min
Splash contact
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: 480 min
test method: EN374
If used in solution, or mixed with other substances, and under conditions which differ from EN 374,
contact the supplier of the CE approved gloves. This recommendation is advisory only and must
be evaluated by an industrial hygienist and safety officer familiar with the specific situation of
anticipated use by our customers. It should not be construed as offering an approval for any
specific use scenario.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face particle
respirator type N100 (US) or type P3 (EN 143) respirator cartridges as a backup to engineering
controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. 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.

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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: 121 - 125 °C - lit.
point
f) Initial boiling point and 249 °C - lit.
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

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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
Avoid moisture.
Incompatible materials
Strong oxidizing agents, Strong bases, Strong reducing agents
Hazardous decomposition products
Hazardous decomposition products formed under fire conditions. - Carbon oxides
Other decomposition products - no data available
In the event of fire: see section 5

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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.

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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

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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.

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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

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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
R41 Risk of serious damage to eyes.
R42/43 May cause sensitisation by inhalation and skin contact.
Further information
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

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  苯甲酸(环13C6) 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 苯甲酰氯-13C6
  参考文献：
  名称：

  A simple synthesis of 13C6-labelled flavone and 5-methoxyflavone

  摘要：

  13C6 标记的黄酮和 5-甲氧基黄酮分子在芳香族 B 环的所有六个碳原子上都有碳-13 标记，已被制备用作同位素稀释质谱分析的内部标准。关键步骤是将标记的苯甲酰基加到羟基苯乙酮的甲基上，形成 1,3-二酮。13C6-苯甲酸标记黄酮的总产率为 38%，标记 5-甲氧基黄酮的总产率为 45%。

  DOI：

  10.1002/jlcr.2580340707
• 作为产物：
  描述：

  苯甲醛-¹³C₆ 在 potassium permanganate 作用下， 以 水 、 丙酮 为溶剂， 生成 苯甲酸(环13C6)
  参考文献：
  名称：

  Economical Synthesis of 13C-Labeled Opiates, Cocaine Derivatives and Selected Urinary Metabolites by Derivatization of the Natural Products

  摘要：

  鸦片制剂和可卡因的非法使用是全世界面临的一个挑战，但其中一些衍生物也是很有价值的药物。无论是控制临床用药还是检测滥用药物，都需要活性成分及其代谢物的参考样本。尤其是 13C 标记的化合物，可用于质谱技术的鉴定和定量，通过最大限度地减少离子改变/抑制效应来提高准确性。因此，我们合成了[乙酰基-13C4]海洛因、[乙酰基-13C4-甲基-13C]海洛因、[乙酰基-13C2-甲基-13C]6-乙酰吗啡、[N-甲基-13C-O-甲酰-13C]可待因以及可卡因、苯甲酰可待因、去甲可卡因和古柯碱的苯基-13C6 标记衍生物，以提供此类参考材料。合成工作的重点是确定获得这些衍生物的 13C 原子高效路线。因此，13C 标记的鸦片制剂和可卡因衍生物是由相应的天然产品制成的。

  DOI：

  10.3390/molecules20045329

文献信息

• Potent and selective inhibitors of 11β-hydroxysteroid dehydrogenase type 1 labeled with carbon-13 and carbon-14
  作者：Bachir Latli、Matt Hrapchak、Jolaine Savoie、Yongda Zhang、Carl A. Busacca、Chris H. Senanayake

  DOI：10.1002/jlcr.3518

  日期：2017.7

  -((S)-1-(4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)phenyl)ethyl)-6-phenyl-1,3-oxazinan-2-one (1) and (4aR,9aS)-1-(1H-benzo[d]midazole-5-carbonyl)-2,3,4,4a,9,9a-hexahydro-1-H-indeno[2,1-b]pyridine-6-carbonitrile hydrochloride (2) are potent and selective inhibitor of 11β-hydroxysteroid dehydrogenase type 1 enzyme. These 2 drug candidates developed for the treatment of type-2 diabetes were prepared labeled

  (S)-6-(2-Hydroxy-2-methylpropyl)-3-((S)-1-(4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)phenyl)ethyl )-6-苯基-1,3-oxazinan-2-one (1) 和 (4aR,9aS)-1-(1H-benzo[d]midazole-5-carbonyl)-2,3,4,4a,9 ,9a-hexahydro-1-H-indeno[2,1-b]pyridine-6-carbonitrile hydrochloride (2) 是 11β-羟基类固醇脱氢酶 1 型酶的有效选择性抑制剂。为治疗 2 型糖尿病而开发的这 2 种候选药物制备有碳 13 和碳 14 标记，以进行药物代谢、药代动力学、生物分析和其他研究。在碳 13 合成中，苯甲酸 13 C6 酸分 7 个步骤以 16% 的总产率转化为 [13 C6]-(1)。苯胺-13
• Synthesis of [¹⁴C] - and [¹³C₆]-labeled tipranavir and its potential hydroxyl metabolite and the glucuronide conjugate
  作者：Bachir Latli、Matt Hrapchak、John A. Easter、Wayne T. Stolle、Karl Grozinger、Dhileepkumar Krishnamurthy、Chris H. Senanayake

  DOI：10.1002/jlcr.1528

  日期：2008.7

  Tipranavir or Aptivus® is a non-peptidic protease inhibitor approved for the combination treatment with ritonavir of HIV infection. Tipranavir labeled with radioactive and stable isotopes of carbon was required for drug metabolism (excretion, distribution, and absorption) studies and to develop bioanalytical methods needed for the support of clinical studies. [7-14C]-Benzoic acid and uniformly labeled benzoic acid (ring-13C6 99 at% 13C) were used to prepare [14C]- and [13C6]-labeled tipranavir, respectively. Radioactively labeled tipranavir was prepared with a specific activity of 54 mCi/mmol (2GBq/mmol); it was necessary to dilute its specific activity with unlabeled tipranavir to 28 mCi/mmol (46.45 µCi/mg) because of its instability. The N-hydroxyl metabolite (12) and the glucuronide conjugate (13), the most abundant metabolites of tipranavir (when administered in conjunction with ritonavir) were also synthesized. Copyright © 2008 John Wiley & Sons, Ltd.

  替普瑞那韦或 Aptivus® 是一种非肽蛋白酶抑制剂，已被批准与利托那韦联合治疗艾滋病病毒感染。在进行药物代谢（排泄、分布和吸收）研究和开发支持临床研究所需的生物分析方法时，需要使用放射性和稳定碳同位素标记的替普瑞那韦。[7-14C]-苯甲酸和均匀标记的苯甲酸（环-13C6 99 at% 13C）分别用于制备[14C]-和[13C6]-标记的替拉那韦。放射性标记的替拉那韦的比活度为 54 mCi/mmol（2GBq/mmol）；由于其不稳定性，必须用未标记的替拉那韦将其比活度稀释至 28 mCi/mmol（46.45 µCi/mg）。此外，还合成了替拉那韦最丰富的代谢物 N- 羟基代谢物 (12) 和葡萄糖醛酸结合物 (13)（与利托那韦同时服用时）。Copyright © 2008 John Wiley & Sons, Ltd. All Rights Reserved.
• 一种碳13标记的3-羧酸苯丙氨酸的制备方法
  申请人：深圳创元生物医药科技有限公司

  公开号：CN117603075A

  公开（公告）日：2024-02-27

  本发明属于碳环化合物合成技术领域，具体涉及一种碳13标记的3‑羧酸苯丙氨酸的制备方法。本发明以碳13标记的苯甲酸为起始原料，经历卤代、转金属、氮杂环丙烷开环等五步合成3‑羧酸苯丙氨酸，为苯丙氨酸及其衍生物的骨架构建提供了一种全新的思路；相较于天然苯丙氨酸，引入的羧基使其对转运蛋白的结合位点亲和力更好，与内源性氨基酸竞争中处于优势，潜在地可应用于设计靶向药物递送或抗肿瘤剂的前药。本发明在保证产物手性的同时，避免了昂贵试剂例如钯催化剂的使用，创新性地使用芳基亚铜实现三元环的开环，同时每一步都经过层层筛选优化，试剂便宜，操作简易且后处理方便。
• An efficient synthesis of13C12-benzoyl peroxide
  作者：Stephen W. Breuer

  DOI：10.1002/(sici)1099-1344(20000315)43:3<283::aid-jlcr314>3.0.co;2-f

  日期：2000.3.15