基本情報
- 標準SMILES
S=C(NC1CCCCC1)NC1CCCCC1- InChIKey
KAJICSGLHKRDLN-UHFFFAOYSA-N- 分子式
- C13H24N2S
- 平均分子量
- 240.41 g/mol
- 単同位体質量
- 240.16601995
名称と識別子
- 優先名称
- Dicyclohexylthiourea
- IUPAC
- 1,3-dicyclohexylthiourea
- 現地名
- N,N'-ジシクロヘキシルチオ尿素
- 英語名
- 1,3-Dicyclohexylthiourea
- 分子式
- C13H24N2S
- 分子量
- 240.41
名称と別名
名称をさらに表示
データベース識別子
- CAS
1212-29-9- PubChem CID
- 727200
- DTXSID
DTXSID9020451- ChEMBL
CHEMBL1606127- UNII
- 854CTM0T34
- EC Number
- 214-920-7
- Nikkaji
- J60.489E
物性
構造計算による物性
- XLogP
- 3.6
- 極性表面積
- 56.2 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 1
- 回転可能結合数
- 2
- 重原子数
- 16
- 形式電荷
- 0
- 複雑度
- 196
実験および物理化学的性質
Physical Description
N,n'-dicyclohexylthiourea appears as white crystals. (NTP, 1992)
White solid; [CAMEO] White odorless crystalline powder; [Alfa Aesar MSDS]
Collision Cross Section
162.9 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID9020451];165.7 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID9020451];163.0 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID9020451]
物理化学的性質
- 融点
- 33 °C · 33 °C
- 沸点
- 345.3 · 345.3±25.0 °C(Predicted)
- 比重(密度)
- 1.0285 · 1.0285 (rough estimate)
- 屈折率
- 1.57 · 1.5700 (estimate)
- 貯蔵温度
- Sealed in dry,Room Temperature
- 外見
- powder to crystal
- 酸解離定数(Pka)
- 13.8 · 13.80±0.20(Predicted)
- 色
- White to Almost white
- 水溶解度
- 0.01 g/100 · <0.01 g/100 mL で 21 ºC
- BRN
- 517587 · 517587
- CAS データベース
- 1212 · 1212-29-9(CAS DataBase Reference)
- EPAの化学物質情報
- N,N'-Dicyclohexylthiourea (1212-29-9)
安全と法規制
GHS分類
GHS Classification
Warning
H302 (11.4%): Harmful if swallowed [Warning Acute toxicity, oral];H413 (86.4%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]
P264, P270, P273, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
危険有害性情報
Reactivity Profile
N,N'-DICYCLOHEXYLTHIOUREA is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). This compound is incompatible with acids and oxidizing agents. It reacts with water. (NTP, 1992)
安全と保護具
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.;STORAGE PRECAUTIONS: You should keep this material in a tightly closed container under an inert atmosphere, and store it at refrigerated temperatures. (NTP, 1992)
Isolation and Evacuation
Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:;IMMEDIATE PRECAUTIONARY MEASURE: Isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids.;SPILL: Increase the immediate precautionary measure distance, in the downwind direction, as necessary.;FIRE: If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024)
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
毒性情報
Ongoing Test Status
The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=1212-29-9]
Human Toxicity Excerpts
In the manufacture of rubber, irritant contact dermatitis may occur from a variety of acids, alkalies, detergents, and solvents used in the process. Allergic contact dermatitis occurs not infrequently and is almost always due to an organic accelerator or antioxidant. While the list of potential sensitizing accelerators and antioxidants is enormous, common allergens include ... thioureas. /Thioureas/
Carcinogen Classification
N,N'-Dicyclo-hexylthiourea
TR-056: Bioassay of N,N'-Dicyclohexylthiourea for Possible Carcinogenicity (CASRN 1212-29-9) (1978 )
01/18/78
No Evidence
No Evidence
No Evidence
Non-Human Toxicity Excerpts
MICE & RATS 25,000 OR 50,000 PPM IN FEED FOR 109 WK. INCR HYPERPLASIA OF FOLLICULAR CELLS OF THYROID WAS ASSOC WITH CMPD. UNDER CONDITIONS OF THIS BIOASSAY HOWEVER IT WAS NOT CARCINOGENIC.
N,N-Dicyclohexylthiourea was evaluated for its mutagenic potential in the L5178Y TK+/TK- mouse lymphoma forward mutation assay using established procedures. Two experiments were conducted without metabolic activation. The dose levels tested in these experiments ranged from 0-150 ug/ml. Significant mutagenic responses were obtained in both experiments, and the lowest effective dose tested was 75 ug/ml.
National Toxicology Program Studies
Groups of 50 Fischer 344 rats and 50 B6C3F1 mice of each sex were administered N,N'-dichlohexylthiourea /in feed/ at one of two doses, either 25,000 or 50,000 ppm, for 109 weeks for rats or 104 weeks for mice. Matched controls consisted of 50 untreated rats or 50 untreated mice of each sex. An increase in proliferative lesions of the follicular cells of the thyroid was associated with the administration of N,N'-dicyclohexylthiourea in both Fischer 344 rats and B6C3F1 mice. However, because statistical significance was not achieved and because thyroid tumors are not rare spontaneous lesions in these strains of animals and occur with a variable incidence, it is concluded that under the conditions of this bioassay N,N'-dicyclohexylthiourea was not demonstrated to be carcinogenic in either species.
安全データ
- tsca
- TSCA listed
- rtecs
- YS9300000
- ridadr
- 2811
- hs_code
- 2930.90.9250
- risk_code
- 22
- 化審法
- (3)-2497
- safety_code
- 22-36/37
- packing_group
- III
- 有毒物質データの
- 1212-29-9(Hazardous Substances Data)
化学と産業
用途と製造
Uses
Used as a biocide in cutting fluids and an intermediate for dicyclohexylcarbodiimide; [HSDB] Also used as reagent for synthesis of peptide and phosphodiester internucleotide bonds; [NTP]
Metal Machining [Category: Heat or Machine]
CHEM INT FOR DICYCLOHEXYLCARBODIIMIDE (NO EVIDENCE OF CURRENT USE)
U.S. Production
(1977) NOT PRODUCED COMMERCIALLY IN USA
(1979) NOT PRODUCED COMMERCIALLY IN USA
General Manufacturing Information
Thiourea, N,N'-dicyclohexyl-: INACTIVE
BIOCIDAL ADDITIVE FOR CUTTING FLUIDS.
応用分野
使用1,3-Dicyclohexylthiourea is used in the evaluation of its sensitivity, specificity and relative predictivity of battery of three in vitro genotoxicity tests to discriminate rodent carcinogens and non-carcinogens.
一般的な説明White crystals.
用途縮合剤であるN,N'-ジシクロヘキシルカルボジイミド(DCC)の原料
調製方法
合成方法(Synthetic Communications, 2009, 39, 2093)(Synthetic Communications, 2006, 36, 1787)
上流・下流製品情報
下流製品
サプライヤー50 社
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