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1,4-Diamino anthraquinone

1,4-Diamino anthraquinone structure

CAS No:
128-95-0
Formula:
C14H10N2O2
Chemical Name:
1,4-Diamino anthraquinone
Synonyms:
1,4-diamino-10-anthracenedione;1,4-diamino-9,10-anthracenedione;1,4-Diamino-9,10-anthraquinone;1,4-Diaminoanthra-9,10-quinone;1,4-Diaminoanthrachinon;1,4-diamino-anthraquinon;1,4-diaminoanthraquinone(ci61100);CI 61100
Categories:
Cosmetic Ingredient > Hair Dyeing

Description

Violet powder

1,4-Diaminoanthraquinones (DAAQs) are an active substance. Because of its quinone function (reduction), two amine functions (oxidation) and aromatic base structures are combined that stabilize the reduced and oxidized species via electron delocalization. Therefore， they have five different electrochemical oxidation states: a neutral state, two reduced states, and two oxidized states. However, their practical availability is limited due to their low solubility in commonly used polar organic solvents.

Purify the anthraquinone by thin-layer chromatography on silica gel using toluene/acetone (9:1) as eluent. The main band is scraped off and extracted with MeOH. The solvent is evaporated, and the quinone is dried in a drying pistol [Land et al. J Chem Soc, Faraday Trans 1 72 2091 1976]. It crystallises from EtOH (m 269o) in dark violet crystals. Store it in sealed ampoules in the dark. [Beilstein 14 H 197, 14 II 113, 14 III 437, 14 IV 458.]

1,4-Diamino anthraquinone Basic Attributes

Molecular Weight：

238.24

Exact Mass：

238.24

BRN：

2216556

EC Number：

204-922-6

UNII：

N21HDQ0TKN

NSC Number：

63807|7833

TSCA：

TSCA listed

DSSTox ID：

DTXSID2041252

Color/Form：

Dark Violet to Black

HScode：

29223990

Characteristics

PSA：

86.18000

XLogP3：

2.98

Appearance：

violet powder

Density：

1.44 g/cm3 (20℃)

Melting Point：

265-269 °C(lit.)

Boiling Point：

380.84°C (rough estimate)

Flash Point：

282.9±30.1 °C

Refractive Index：

1.6500 (estimate)

Water Solubility：

228.7ug/L(25 ºC)

Vapor Pressure：

<1 hPa (25 °C)

Toxicity：

LD50 orally in Rabbit: 5790 mg/kg

PH：

7 (H2O, 20℃)

PKA：

1.17±0.20(Predicted)

Henrys Law Constant：

2.1×104mol/(m3Pa) at 25℃, Duchowicz et al. (2020)

Autoignition Temperature：

>400 °C

Critical Temperature & Pressure：

Keep in dark place,Inert atmosphere,Room temperature

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

R22

safety instructions：

22-36/37

RTECS Number：

CB6300000

Precautionary statement(s)：

P260, P261, P264, P270, P272, P280, P301+P310, P301+P312, P302+P352, P305+P351+P338, P314, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P405, P501

Hazard Statements：

GHS Classification：

|Danger|H301 (81.25%): Toxic if swallowed [Danger Acute toxicity, oral]|P260, P261, P264, P270, P272, P280, P301+P310, P301+P312, P302+P352, P314, P321, P330, P333+P313, P363, P405, and P501|Aggregated GHS information provided by 143 companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Not Classified

Drug Information

MeSH Entry Terms：

1,4-DAA

1,4-Diamino anthraquinone Use and Manufacturing

Uses

Use as the intermediate of synthetic dyes. Use anthraquinone reductive dyes and dispersal dyes and acid dyes and intermediates. Itself to disperse dyestuffs purple. 1,4-Diaminoanthraquinone oxidized with different metal atoms gives rise to conducting coordination polymers consisting of difunctional ligand molecules linked by metal atoms. 1, 4-diaminoanthraquinone has solar cell applications. A hybrid Si/poly (1, 4-diaminoanthraquinone) photoconductive diode for optical sensor applications. Acts as the sequential incorporation of the mediator in electrochemical sensing of glucose on a gold electrode.

As an anthraquinone derivative, 1,4-Diamino anthraquinone is a potent and selective protein kinase CK1 delta inhibitor. Studies suggest that it has potential solar cell applications. 1,4-Diamino anthraquinone can be used in studies as a potential competitive non-peptidic inhibitor of HIV-1 proteinase.

Manufacturing Info：

9,10-Anthracenedione, 1,4-diamino-: ACTIVE

Use Classification：

Cosmetics -> Hair dyeing

Computed Properties

Molecular Weight:238.24
XLogP3:2.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Exact Mass:238.074227566
Monoisotopic Mass:238.074227566
Topological Polar Surface Area:86.2
Heavy Atom Count:18
Complexity:346
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of 1,4-Diamino anthraquinone

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
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