1,3-ジフェニル尿素

Carbanilide

HCID 7595CAS 102-07-8

基本情報

標準SMILES
O=C(Nc1ccccc1)Nc1ccccc1
InChIKey
GWEHVDNNLFDJLR-UHFFFAOYSA-N
分子式
C13H12N2O
平均分子量
212.25 g/mol
単同位体質量
212.094963

概要

1,3-diphenylurea is an off-white powder. (NTP, 1992)

名称と識別子

優先名称
Carbanilide
IUPAC
1,3-diphenylurea
現地名
1,3-ジフェニル尿素
英語名
1,3-Diphenylurea
分子式
C13H12N2O
分子量
212.25

名称と別名

1,3-Diphenylurea102-07-8N,N'-DiphenylureaCARBANILIDEDiphenylureaUrea, N,N'-diphenyl-Diphenylcarbamides-Diphenylureasym-DiphenylureaAcardite IAcarditeN-Phenyl-N'-phenylurea
名称をさらに表示
1,3-ジフェニル尿素アカルジットIジフェニルカルバミドN,N'-ジフェニル尿素カルバニリドsym-ジフェニル尿素カルバニリド 1,3-ジフェニル尿素1,3-ジフェニル尿素(sym-〃)ジフェニルカルバミド〔1,3-ジフェニル尿素(sym-〃)〕1,3‐ジフェニル尿素(1,3‐=N,N′‐)N,N'-ジフェニル尿素, 98%N,N′-ジフェニル尿素1,3-ジフェニル尿素(1,3-=N,N′-)N,N-DIPHENYLUREACentralitePROXIMPHAMZeonet Uacarditei
1,3-DiphenylcarbamideKarbanilidUSAF EK-534N,N'-DifenylmocovinaUrea, 1,3-diphenyl-Karbanilid [Czech]NSC 2274011,3-diphenyl-urea

データベース識別子

CAS
102-07-8、26763-63-3
PubChem CID
7595
DTXSID
DTXSID2025183
ChEMBL
CHEMBL354676
ChEBI
CHEBI:41320
UNII
94YD8RMX5B
EC Number
203-003-7
Nikkaji
J5.003B

物性

構造計算による物性

XLogP
3
極性表面積
41.1 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

実験および物理化学的性質

Chemical Classes · 2 件

Nitrogen Compounds -> Urea Compounds

Industrial compound

DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesBoiling point
LogP · 2 件

3.00

3.0

Density · 2 件

1.239 (NTP, 1992) - Denser than water; will sink

1.239

Color/Form · 3 件

RHOMBIC BIPYRAMIDAL PRISMS FROM ALCOHOL

ORTHORHOMBIC PRISMS FROM ALCOHOL

COLORLESS PRISMS

物理化学的性質

融点
239 · 239-241 °C(lit.)
沸点
262 °C · 262 °C(lit.)
比重(密度)
1 · 1,239 g/cm3
蒸気圧
0 · 0-0Pa at 20-25℃
屈折率
1.692 · 1.6920 (estimate)
闪点
260 °C · 260°C
化学的性質 · 1 件

化学的特性1,3-Diphenylurea is supplied as a solid. A stock solution may be made by dissolving the 1,3-diphenylureain, the solvent of choice, which should be purged with an inert gas. 1,3-Diphenylurea is soluble in organic solvents such as DMSO and dimethyl formamide. The solubility of 1,3-diphenylurea in these solvents is approximately 30 mg/ml.1,3-Diphenylurea is sparingly soluble in aqueous buffers. For maximum solubility in aqueous buffers1,3-diphenylurea should first be dissolved in DMSO and then diluted with the aqueous buffer of choice.1,3-Diphenylurea has a solubility of approximately 50 ug/ml in a 1:20 solution of DMSO: PBS (pH 7.2) using this method.

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 20% (1 of 5) of reports.

Warning

H302 (80%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 5 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 3 件

Urea, N,N'-diphenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Urea, N,N'-diphenyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 26-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/20899

Urea, N,N'-diphenyl-: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsFlash point data for this chemical are not available, but it is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes. (NTP, 1992)
Hazards SummaryNo evidence of mutagenicity; [HSDB] May cause irritation; [Alfa Aesar MSDS]
Reactive GroupAmides and Imides
Reactivity Profile · 1 件

1,3-DIPHENYLUREA 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).

安全と保護具

Fire FightingFires involving this compound should be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 件

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.

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone 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.

Personal Protective Equipment (PPE) · 1 件

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

Non-Human Toxicity ExcerptsINCR IN FREQUENCY OF REVERSION FROM STREPTOMYCIN DEPENDENCE TO INDEPENDENCE IN STRAIN SD-4-73 OF ESCHERICHIA COLI WAS UTILIZED TO MEASURE MUTAGENICITY OF CHEMICALS. CARBANILIDE WAS NONMUTAGENIC.

安全データ

wgk
3
tsca
TSCA listed
rtecs
FD9800000
毒性
mouse,LD50,intraperitoneal,200mg/kg (200mg/kg),National Technical Information Service. Vol. AD277-689,
hs_code
29242100
safety_code
22-24/25

化学と産業

薬理情報

Metabolism/Metabolites · 2 件

TOBACCO CALLUS PROPAGATED ON MINERAL MEDIUM CONTAINING N,N'-DIPHENYLUREA LABELED IN UREYLENE CARBON, AS SOURCE OF CYTOKININ. METABOLITE IDENTIFIED AS O-BETA-D-GLUCOSIDE IS APPROX 125 TIMES LESS ACTIVE THAN PARENT COMPD IN PROMOTING TOBACCO CELL DIVISION.

TISSUE CULTURE STUDIES WITH N,N'-DIPHENYLUREA INDICATED CONVERSION INTO AN ACTIVE FORM.

Cellular LocationsMembrane

用途と製造

Uses · 2 件

Used in organic synthesis; [HSDB]

IN ORG SYNTHESIS

U.S. Production2023: 22,370 lb
Industry UsesIntermediate
Methods of ManufacturingOBTAINED DURING PREPARATION OF PHENYLUREA FROM ANILINE HYDROCHLORIDE & UREA: DAVIS, BLANCHARD, ORG SYN 3, 95 (1923).
General Manufacturing Information · 5 件

Transportation Equipment Manufacturing

Urea, N,N'-diphenyl-: ACTIVE

N,N'-DIPHENYLUREA USED AS THE SOURCE OF CYTOKININ FOR CYTOKININ-DEPENDENT TOBACCO CALLUS WAS FOUND TO CONTAIN 3 CYTOKININ-ACTIVE RIBONUCLEOSIDES. HOWEVER, NO EVIDENCE WAS FOUND TO ASSOCIATE THE MODE OF ACTION OF THE NON-PURINE CYTOKININ, N,N'-DIPHENYLUREA WITH TRNA.

IT PROMOTED CALLUS GROWTH AT HIGH CONCN, ALTHOUGH GROWTH OF MOST OF CALLUS TISSUES WAS IRREGULAR.

MIXT OF N,N'-DIPHENYLUREA (PDU), GIBBERELLIC & 2-NAPHTHOXYACETIC ACIDS TESTED. MIXT OF LATTER 2 INCR SET & FINAL YIELD & ADDN OF DPU DID NOT IMPROVE THE RESULT.

応用分野

用途アクロレイン、ベンズアルデヒドなどの自動酸化防止に用いられる。

一般的な説明1,3-Diphenylurea is a cytokinin compound present in fruit and vegetables.

調製方法

N,N'-Diphenylurea, carbanilide, can be produced in high yields by heating 2 mol of aniline with 1 mol of urea in glacial acetic acid.

サプライヤー50 社

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武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
補足説明 · 1 件

定義ChEBI: 1,3-diphenylurea is a member of the class of phenylureas that is urea in which one of the hydrogens of each amino group is replaced by a phenyl group. It is present in coconut milk (Cocos nucifera). It has a role as a plant metabolite and a cytokinin.

関連反応

36 件

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