2,6-Diaminopyridine (HCID 8861)

概要

structure in first source

名称と識別子

優先名称: 2,6-Diaminopyridine
IUPAC: pyridine-2,6-diamine
現地名: 2,6-ジアミノピリジン
英語名: 2,6-Diaminopyridine
分子式: C5H7N3
分子量: 109.13

名称と別名

2,6-Diaminopyridine141-86-6pyridine-2,6-diamine2,6-pyridinediaminepyridine, 2,6-diamino-DAP (amine)DTXSID0040127NSC-1921K89AB8CKG6RODOL 26PYRDTXCID8020127RefChem:83122

名称をさらに表示

2,6-ジアミノピリジン6-アミノ-2(1H)-ピリジンイミン2,6-ピリジンジアミンピリジン-2,6-ジアミン2,6‐ジアミノピリジン2,6-DAP6-DiaMinopyridine26BDNSC 4033462.6-DiaMinopyr

CHEBI:51598205-507-2Diaminopyridinepyridine-2,6-diyldiamineMFCD00006329NSC 19212,6-Diamino pyridine118352-40-2

データベース識別子

CAS: 141-86-6
PubChem CID: 8861
DTXSID: DTXSID0040127
ChEMBL: CHEMBL339234
UNII: K89AB8CKG6
EC Number: 205-507-2
Nikkaji: J38.340F

物性

構造計算による物性

XLogP: 0.2
極性表面積: 64.9 Å²
水素結合供与体数: 2
水素結合受容体数: 3
回転可能結合数: 0
重原子数: 8
形式電荷: 0
複雑度: 66.1

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Pyridines

CosmeticsHair dyeing

Boiling Point285 °C @760 [mm Hg]

Physical DescriptionSlightly brown solid; [EC: SCCS - Opinion] Light brown, yellow, or off-white powder or flakes; [Alfa Aesar MSDS]

Ionization Efficiency · 6 件

Positive

3.05

1.9

Agilent XCT

Electrospray ionization

trifluoroacetic acid (10.4nM)

Collision Cross Section119.8 Å² [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID0040127]

物理化学的性質

融点: 117 · 117-122 °C (lit.)
沸点: 285 °C · 285 °C (lit.)
比重(密度): 1.711 · 1.7110 (rough estimate)
屈折率: 1.534 · 1.5340 (estimate)
闪点: 155 °C · 155°C
貯蔵温度: 30 °C · Store below +30°C.
溶解性: 180 g/リットル · 180g/リットル
酸解離定数(Pka): 6.13 · 6.13±0.24(Predicted)
外見: フレークまたは結晶性粉末
色: ベージュからダークブラウングレー
PH: 7 · >7 (H2O)
水溶解度: 9.9 g/100mL · 9.9g/100mL(20℃)
BRN: 108513 · 108513
化粧品成分の機能: ヘアカラーリング
InChI: 1S/C5H7N3/c6-4-2-1-3-5(7)8-4/h1-3H,(H4,6,7,8)
InChIKey: VHNQIURBCCNWDN-UHFFFAOYSA-N
SMILES: Nc1cccc(N)n1
LogP: 0.55 · 0.550 (est)
CAS データベース: 141 · 141-86-6(CAS DataBase Reference)
NISTの化学物質情報: 2 · 2,6-Pyridinediamine(141-86-6)
EPAの化学物質情報: 2 · 2,6-Pyridinediamine (141-86-6)

化学的性質

化学的特性Off-white crystal powder/granuale

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H301 (99%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 103 reports by companies from 19 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

Chemical: 2,6-Pyridinediamine

2,6-Diaminopyridine: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 件

One report of occupational contact dermatitis in the pharmaceutical industry; [NTP] A strong sensitizer based on the mouse local lymph node assay (LLNA); Oral LD50 (rat) = 50-300 mg/kg; A 90-day oral study of rats demonstrated the erythrocytes, spleen, kidney, and liver as target organs of toxicity (most changes recovering after 4-week recovery period); Developmental toxicity (decreased fetal and placental weights and incomplete thoracic vertebrae ossification) but no teratogenicity observed in oral study of rats in the presence of maternal toxicity; [EC: SCCS - Opinion] An irritant; Toxic by ingestion; [Alfa Aesar MSDS]

Hazard Classes and CategoriesAcute Tox. 3 (99%)

安全と保護具

Protective Action Criteria (PAC) · 3 件

0.33 [mg/m3]

3.6 [mg/m3]

22 [mg/m3]

毒性情報

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.

安全データ

F: 9
wgk: 3
tsca: TSCA listed
rtecs: US7570000
ridadr: 2811
hs_code: 29333999
risk_code: 22-36/37/38-25-20/21
化審法: (5)-726
hazard_code: Xn,T,Xi
safety_code: 26-45-37/39-28A-36
hazard_class: 6.1
packing_group: II
Hazard Classifications: Acute Tox. 3 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

化学と産業

用途と製造

Uses · 2 件

Used in oxidative hair dyes; [EC: SCCS - Opinion] Used as an intermediate for pharmaceuticals and polyamides, epoxy curing agent, and coupler in hair dyes; [NTP]

Plastic Composites Manufacturing [Category: Industry]

Use ClassificationCosmetics -> Hair dyeing

General Manufacturing Information2,6-Pyridinediamine: ACTIVE

応用分野 · 2 件

説明2,6-Diaminopyridine is an important organic reagent with a wide range of uses. It can be used for fluorescence detection, 2,6-Diaminopyridine fluorescence method for the determination of certain aromatic primary amines. It can also be used to prepare 2,6-Diaminopyridine imprinted core-shell nanoparticles. A new method for the detection of diaminopyridine derivatives using molecularly imprinted electrochemical sensors has been established, which has been applied to the detection of 2,6-Diaminopyridine in hair dyes with good sensitivity and selectivity.

使用2,6-Diaminopyridine, used as a pharmaceutical intermediate and a hair dye coupler in oxidation/permanent formulations.

調製方法 · 1 件

製造方法In a 600 mL autoclave equipped with a gas entrapment stirrer, a solution of 5 g CuI in 120 g aqueous ammonia (30% NH3 by weight) was added and mixed with 77 g ammonium acetate and 60 g of 2, 6-dichloropyridine. After purging with nitrogen, 24 g of liquid ammonia was added resulting in a pressure of about 150 psi (1.03 MPa). Subsequently, the reaction mixture was heated to 150°C for 8 h under stirring. Throughout the reaction, the pressure decreased from an initial pressure of 680 psi (4.69 MPa) to 450 psi (3.10 MPa). The reaction mixture was allowed to cool to room temperature, and the pressure was brought back to atmospheric pressure. Finally, 2,6-Diaminopyridine was obtained after purification.