4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline

Product Name: 4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline
CAS No.: 99010-64-7
Chemical Name: 4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline
Synonyms: cas 99010-64-7;Imiquimod USP RC C;Imiquimod Impurity-C;DesaMino ChloroiMiquiMod;1H-Imidazo[4,5-c]quinoline,;IMiquiMod Related CoMpound C;Imiquimod USP Related Compound C;Imiquimod USP related Substance C;4-Chloro-1-isobutyl-1H-imidazo[4,5-;1H-IMIDAZO[4,5-C]QUINOLINE, 4-CHLORO-1-(
CBNumber: CB6449735
Molecular Formula: C14H14ClN3
Formula Weight: 259.73
MOL File: 99010-64-7.mol

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4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline Property

Melting point:: 139-140 °C(Solv: isopropanol (67-63-0))
Boiling point:: 427.5±48.0 °C(Predicted)
Density: 1.29±0.1 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
solubility: Chloroform (Sparingly), Methanol (Slightly)
form: Solid
pka: 3.15±0.30(Predicted)
color: White to Off-White
InChI: InChI=1S/C14H14ClN3/c1-9(2)7-18-8-16-12-13(18)10-5-3-4-6-11(10)17-14(12)15/h3-6,8-9H,7H2,1-2H3
InChIKey: RRCWSLBKLVBFQD-UHFFFAOYSA-N
SMILES: N1C2C(=CC=CC=2)C2N(CC(C)C)C=NC=2C=1Cl
CAS DataBase Reference: 99010-64-7(CAS DataBase Reference)

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Safety

HS Code: 2934990002

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 1338346
Product name: Imiquimod Related Compound C
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 25MG
Price: $1160
Updated: 2025/07/31

Usbiological

Product number: 446210
Product name: Desamino Chloroimiquimod
Packaging: 5mg
Price: $460
Updated: 2021/12/16

TRC

Product number: D288295
Product name: DesaminoChloroimiquimod
Packaging: 5mg
Price: $185
Updated: 2021/12/16

AK Scientific

Product number: S437
Product name: 4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline
Packaging: 10g
Price: $49
Updated: 2021/12/16

AK Scientific

Product number: S437
Product name: 4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline
Packaging: 25g
Price: $100
Updated: 2021/12/16

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4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline Chemical Properties,Usage,Production

Description

4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline is a chemical product that has been used as a photosynthetic activator in weed science and pest control. It has been shown to significantly increase the growth rate of wheat, soybean, and oilseed crops. It is also effective at controlling weeds by inhibiting their ability to produce chlorophyll, thereby preventing them from photosynthesizing. 4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline has also been shown to be an effective herbicide for agricultural use.

Uses

Desamino Chloroimiquimod (Imiquimod USP Related Compound C) is a pharmacologically active compound related to Imiquimod (I475000), an immune response modifier. It stimulates the production of Interferon-a.

Synthesis

4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline is prepared by the reaction of 2-chloro-N⁴-(2-methylpropyl)quinoline-3,4-diamine and orthoformic acid triethyl ester. The specific synthesis steps are as follows:
A suspension of 2-chloro-N4 -(2-methylpropyl)-3,4-quinolinediamine (35 g) and triethylorthoformate (52.3 g, 2.5 eq) was heated at 145° C. for 10 h, during which time ethanol was removed by distillation. The resulting mixture was cooled to room temperature and the solid was removed by filtration. The solid was dissolved in hydrochloric acid (100 mL, 4N). The resulting solution was added to a solution of sodium hydroxide. The precipitate was filtered and washed with water to afford the product 4-chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline in 92% yield.

References

[1] Patent: WO2006/70379, 2006, A1. Location in patent: Page/Page column 9-10
[2] Patent: WO2006/70408, 2006, A2. Location in patent: Page/Page column 7; 12-13

4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline Suppliers

China 158 Germany 1 India 5 Slovakia 1 United Kingdom 9 United States 16 Global 190

Shanghai Arbor Chemical Co., Ltd.

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TargetMol Chemicals Inc.

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View Lastest Price from 4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline manufacturers

Career Henan Chemical Co

Product: 4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline 99010-64-7
Price: US $1.00/KG
Min. Order: 1KG
Purity: 90%-99.99%
Supply Ability: 1000kgs
Release date: 2019-07-02

99010-64-7, 4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinolineRelated Search:

4-amino-alpha,alpha-dimethyl-1H-imidazo(4,5-c)quinolin-1-ethanol [99010-09-0], C13H17N3,215.30 Imiquimod Related Compound B (25 mg) (1-Isobutyl-1H-imidazo[4,5-c]quinoline 5-oxide) Imiquimod Related Compound D (25 mg) (1-Propyl-1H-imidazo[4,5-c]quinolin-4-amine) Imiquimod Chloromethyl isopropyl carbonate Epichlorohydrin 1-Methylimidazole 3-Methyl-2-butanone Imiquimod Impurity 2 Imiquimod Impurity 6 Imiquimod Impurity 5 1-(2-METHYLPROPYL)-1H-IMIDAZO[4,5-C]QUINOLINE Difluorochloromethane Chloroacetic acid RESIQUIMOD 4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline 4-CHLORO-1-(2-METHYLPROPYL)-1H-IMIDAZO[4,5-C]QUINOLINE 98%MIN

4-CHLORO-1-(2-METHYLPROPYL)-1H-IMIDAZO[4,5-C]QUINOLINE

1H-IMIDAZO[4,5-C]QUINOLINE, 4-CHLORO-1-(

4-chloro-1-(2-methylpropyl)imidazo[4,5-c]quinoline

4-CHLORO-1-ISOBUTYL-1H-IMIDAZOBEN[4,5-C]QUINOLINE

1-[2-METHYLPROPYL]-1H-2-CHLOROIMIDAZO-[4,5-C]QUINOLINE

1H-IMIDAZO[4,5-C]QUINOLINE, 4-CHLORO-1-(2-METHYLPROPYL)

4-Chloro-1-(2-methylpropyl)-1H-imidazo-(4,5c)quinolinone

2-CHLORO-1-(2-METHYLPROPYL)-1H-IMIDAZO[4,5-C]QUINOLINONE

1H-Imidazo[4,5-c]quinoline,

4-CHLORO-1-ISOBUTYL-1H-IMIBENZO(4,5-C)QUINOLINE

1H-Imidazo[4,5-c]quinoline, -chloro-1-(2-methylpropyl)-

1H-Imidazo[4,5-c]quinolinone,2-chloro-1-(2-methylpropyl)

Imiquimod Related Compound C (25 mg) (4-Chloro-1-isobutyl-1H-imidazo[4,5-c]quinoline)

1-H-IMIDAZO[4,5-C]QUINOLINONE,4-CHLORO-1-(2-METHYL PROPYL)

IMiquiMod Related CoMpound C

DesaMino ChloroiMiquiMod

4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline###4-Chloro-1-(2-methylpropyl)-1H-imidazole[4,5-c]quinoline

Imiquimod USP Related Compound C

4-Chloro-1-isobutyl-1H-imidazo[4,5-

Imiquimod USP RC C

Imiquimod Impurity 3 (Imiquimod Related Compound C)

Imiquimod Impurity-C

Imiquimod Related Compound C (4-Chloro-1-isobutyl-1H-imidazo[4,5-c]quinoline) (1338346)

4-CHLORO-1-ISOBUTYL-1H-IMIDAZO (4,5'D)QUINOLINE

cas 99010-64-7

1H-IMIDAZOΒ,5-C]QUINOLINE, 4-CHLORO-1-(2-METHYLPROPYL)

Imiquimod USP related Substance C

4-Chloro-1-(2-mehtylpropyl-1H-imidazo[4,5-c]quinoline

99010-64-7

C14H14ClN3

Quinolines, Quinazolines and derivatives

Intermediates of Imiquimod

API intermediates