NITRALZ® - for the production of various API’s
NITRALZ® - special solvents for individual requirements
NITRALZ® - for HPPs & Phthalocyanine Pigments
NITRALZ® - for the production of various APIs

Nitriles

AlzChem - we stand for tradition and innovation

Located in the south of Germany, AlzChem stands for tradition and innovation: Based on more than 50 years of nitriles experience we have developed and launched several new products using our technology in recent years.

We offer reliability, quality, flexibility and innovation: State-of-the-art process controls, short production changeover, German precision, proprietary catalysts and a safe supply chain.

We produce "green": Our gas-phase technology stands for low emissions and reduced waste. Our on-site incinerator converts off-gas to water and carbon dioxide, and in the case of chlorinated benzonitriles to hydrochloric acid which is used in other processes on site.

Dr. Ralf Oeschey

Dr. Ralf Oeschey

T +49 8621 86-2508

ralf.oeschey@alzchem.com

Downloads: 

NITRALZ® One Source – INNOVATIVE SOLUTIONS

High quality nitriles via gas phase technology MADE IN GERMANY:

 

Nitriles are used in different industries as intermediates or solvents.

Their application varies from UV-absorption to liquid crystals for displays. Converted to Benzylamine, they act as cross linker for rubbers.

 

Please find a few examples of our nitriles used as intermediates for industrial use:

NITRALZ®

CAS No.

application area examples
Benzonitrile 100-47-0 benzylamine production
4-Bromobenzonitrile 623-00-7 production of amides
2-Chlorobenzonitrile 873-32-5 polymerization catalysts

 

 

NITRALZ® One Source – INNOVATIVE SOLUTIONS

Our NITRALZ® products are used as intermediates for API (active pharmaceutical ingredients) production.

AlzChem is the independent and reliable Western source for many nitriles / gas phase reactions.

Via special distillation we achieve high quality and purity as an independent reliable western source. Furthermore we are proud of our in-house catalyst development. By applying our extensive catalyst Know-How and innovation thoughts we have branched out into additional groups of molecules, like ketones (e.g. 3-Acetylpyridine).

To meet your needs our R&D works closely with your team to develop advanced chemical solutions.
Thus the production from gram scale to ton scale is no problem for us.

 

High quality nitriles via gas phase technology MADE IN GERMANY:

We offer a broad product portfolio for the production of APIs.

AlzChem features e.g. 2-Chlorobenzonitrile (CAS No. 1867-66-9) available from stock in three different qualities:

  • Standard Quality –          as organic building block for industrial use.
  • Extra Pure Quality –       mainly used for the production of Ketamine hydrochloride.
  • Super Quality –               with the highest purity of min. 99,5%, an outstanding quality is available for active pharmaceutical ingredients.

 

Furthermore our NITRALZ® 4-Aminobenzonitrile serves as essential intermediate for APIs like Dabigatran or Frovatriptan.

Another product we would like to highlight is our 3-Acetylpyridine, which is used for the production of the API Imatinib.

Please find here a few examples of our nitriles mainly used as intermediates for pharmaceuticals for human and veterinary use:

Human medicine application:

NITRALZ®

CAS No.

application area examples

end product examples

4-Aminobenzonitrile

873-74-5

anti-migrane

anti-atherosclerotic

anticoagulant

treatment of HIV

anti-cancer

anti-asthmatic

Dabigatran

Frovatriptan

Goxalapladib

Rilpivirine

2-Bromobenzonitrile

2042-37-7

anti-hypertensive

anti-epileptic

Irbesartan

Perampanel

4-Bromobenzonitrile

623-00-7

analgesic
ocular anti-inflammatory

Bromfenac

2-Chlorobenzonitrile

873-32-5

anti-hypertensive

analgesic

hypnotic

anesthetic

Sartanes

 

 

Ketamine  Hydrochloride

4-Chlorobenzonitrile

623-03-0

anti-allergic

aromatase inhibitor

Lodoxamide Tromethamine

2,3-Dichlorobenzonitrile

6574-97-6 anti-epileptic Lamotrigine

2,4-Dichlorobenzonitrile

6574-98-7

treatment of HIV

Dolutegravir

Pivalonitrile

630-18-2

bronchodilator

Pirbuterol

4-Tolunitrile

104-85-8

anti-histaminic

hemostatic

anti-ulcerative

anti-neoplastic

Letrozole

3-Acetylpyridine 350-03-8 anti-leukemia drug Imatinib

 

Veterinary medicine application:

NITRALZ®

CAS No.

application area examples

end product examples

Benzonitrile

100-47-0

antibacterial

Florfenicol, Robenacoxib

n-Butyronitrile

109-74-0

anticoccidial

Amprolium

4-Chlorobenzonitrile

623-03-0

contraceptive

Lotrifen

3-Acetylpyridine

350-03-8

tyrosine-kinase inhibitor treatment of mast cell tumors

Masitinib

 

Special solvents:

NITRALZ®

CAS No.

n-Butyronitrile

109-74-0

Pivalonitrile

630-18-2

4-Heptanone

123-19-3

 

Did you know that …

Over 30 nitrile-containing pharmaceuticals are prescribed for a diverse variety of medicinal indications with more than 20 additional nitrile-containing leads in clinical development.
The nitrile group is quite robust and, in most cases, is not readily metabolized but passes through the body unchanged. The types of pharmaceuticals containing nitriles are diverse, from vildagliptin, an antidiabetic drug, to anastrozole, which is the gold standard in treating breast cancer. In many instances the nitrile mimics functionality present in substrates for enzymes, whereas in other cases the nitrile increases water solubility or decreases susceptibility to oxidative metabolism in the liver. The nitrile functional group is found in several drugs. (Fleming et al. 2010: 7902)

 
Fleming, Fraser F.; Lao, Lihua; Ravikumar, P.C; Funk, Lee and Shook, Brian C. (2010): Nitrile-Containing Pharmaceuticals. Efficacious Roles of the Nitrile Pharmacophor, in: Journal of Medicinal Chemistry. 53 (22), pp 7902-7917.

 

NITRALZ® One Source – INNOVATIVE SOLUTIONS

Nitriles are also applied as special high quality solvents for individual requirements. These high quality solvents are used in agriculture, pharmaceutical and industrial application. Aliphatic nitriles and the aromatic derivative, Benzonitrile, are attracting increasing attention as specialty solvents in organic synthesis.

Their dipolar, aprotic properties, their solvent characteristics, such as the dissolution capacity of polar chemicals and the liquid range allow the user to choose the ideal solvent for every application. What´s more, they are stable and inert in many chemical conversions and can be used at a wide temperature range.

High quality nitriles via gas phase technology MADE IN GERMANY:

SOLVENT CAS No. MOLECULAR WEIGHT (g/Mol) MELTING POINT   (°C) BOILING PONT   (°C) FLASH POINT (°C) DENSITY (g/ml) SOLUBILITY IN WATER (g/100g) DIELECTRIC CONSTANT APPLICATIONS
Benzonitrile 100-47-0 103.1 -13 191 67 1.01 0.40 26.0 The most popular and most versatile aromatic nitrile solvent; more stable than acetonitrile (no labile α-H atom!)
Butyronitrile 109-74-0 69.11 -112 117 18 0.79 3.35 20.3 Standard solvent with a broad temperature range
Decanonitrile 1975-78-6 153.3 -18 241-244 102 0.81 Traces 10.6 High temperature applications, surface active compound
Isobutyronitrile 78-82-0 69.11 -72 104 8 0.77 3.70 20.4 The alternative to butyronitrile
Pivalonitrile 630-18-2 83.13 15-16 104-106 4 0.76 4.7 21.1 Ideal solvent for organic and organometallic transformations due to a bulky tert-butyl group
Valeronitrile 110-59-8 83.13 -96 141 34 0.80 1.30 17.4 Medium polar solvent with a broad temperature range; pharmaceutical applications, e.g. WO2006010545A1

 

Polarity and liquid range of NITRALZ® solvents:

NITRALZ® One Source – INNOVATIVE SOLUTIONS

Crops are exposed to different kinds of threats worldwide. The agro industry provides various solutions for protection.

For the production of such agricultural products, like special fungicides, insecticides, herbicides and biocides, nitriles are used.

In many innovations our nitriles play an important role.

 

NITRALZ® stands for high quality of aromatic and aliphatic nitriles MADE IN GERMANY.

Our customers benefit from our long experience and our competence in high temperature reactions. We are also proud of our in-house catalyst development.

We guarantee high quality, efficient technologies, innovative processes and a high standard to service our partners.

 

We offer you a broad product portfolio of various intermediates for agrochemicals.

Here a few examples of our commercial nitriles mainly used in the agrochemical sector:

NITRALZ® CAS No. application area examples end product examples specification
Benzonitrile 100-47-0 herbicide, solvent Fenclorim ≥ 99,6%
n-Butyronitrile 109-74-0 solvent   ≥ 99,5%
Caprinonitrile 1975-78-6 fungicide, solvent Ametoctradin ≥ 98,0%
2-Chlorbenzonitril2-Chlorbenzonitril2-Chlorbenzonitril2-Chlorobenzonitrile 873-32-5 biocide BenzisothiazolinoneBenzisothiazolinone ≥ 99,00%
4-Chlorobenzonitrile 623-03-0 acaricide, insecticide

Tolfenpyrad

≥ 99,5%
2,3-Dichlorobenzonitrile 6574-97-6 pesticide   ≥ 99,5%
2,6-Dichlorobenzonitrile 1194-65-6 herbicide, insecticide Diclobenil, Dimilin, Pyrithiobac ≥ 99,0%
3,4-Dichlorobenzonitrile 6574-99-8 herbicide Cyhalofop

≥ 99,5%

Pivalonitrile 630-18-2 solvent   ≥ 99,0%

 

Did you know that 2,3-Dichlorobenzonitrile is new in the AlzChem portfolio since 2015?

AlzChem has extended the product range with another aromatic nitrile. 2,3-Dichlorobenzonitrile (CAS No. 6574-97-69) is new in the AlzChem portfolio. Its main application is in the life science segment.

 

NITRALZ® One Source – INNOVATIVE SOLUTIONS

High quality nitriles via gas phase technology MADE IN GERMANY:

We offer you a broad product portfolio for the production of your Diketopyrrolopyrrol-Pigments (DPP Pigments).

 

Our NITRALZ® products are used as intermediates and for the following DPP Pigments, amongst others Phthalocyanine Pigments.

NITRALZ®

CAS No. used for the production of specification
Benzonitrile 100-47-0 Pigment Red 255 (PR 255) ≥ 99,6%
4-Bromobenzonitrile  623-00-7 orange-red ≥ 99,0%
3-Chlorobenzonitrile 766-84-7 orange-red ≥ 99,0%
4-Chlorobenzonitrile 623-03-0 Pigment Red 254 (PR 254) ≥ 99,5%
o-Phthalodinitrile 91-15-6 Pigment Yellow 139 (PY 139) ≥ 99,5%
o-Phthalodinitrileo-Phthalodinitrile 91-15-6 Pigment Yellow 185 (PY 185)

≥ 99,5%

4-tert.-Butylbenzonitrile 4210-32-6 Pigment Orange 73 (PO 73) ≥ 98,0%
4-Tolunitrile 104-85-8 Pigment Red 272 (PR 272) ≥ 98,5%

 

DPP-Pigments are very resistant against light, weather, solvents, heat and chemicals and so they are suitable for quality formulations.

 

Our o-Phthalodinitrile (OPN) can also be used for the production of Phthalocyanines:

NITRALZ®

CAS No. used for the production of specification
o-Phthalodinitrile 91-15-6 Phthalocyanine Blue 15 (PB 15) ≥ 99,5%
o-Phthalodinitrile 91-15-6 Phthalocyanine Green 7 (PG 7) ≥ 99,5%
o-Phthalodinitrile 91-15-6 Phthalocyanine Green 36 (PG 36) ≥ 99,5%

 

Our OPN has a very high purity and is characterized by low impurities and metal content.

 

Using OPN instead of the route using phthalic acid anhydride brings the following advantages in producing phthalocyanine pigments:

  • More brighter and brilliant pigments.
  • Only one reaction step is required.
  • Direct synthesis with very little formation of by-products and waste water.
    (The structure of the Phthalocyanine is already preformed in the o-Phthalodinitrile)
  • Economic advantages (– because via the PSA route there is only a yield of around 80% and so many by-products have to be disposed of).

 

We can offer our nitriles in different packaging like cardboard boxes, steel drums and iso-containers.

 

Did you know that …

Some of the aromatic nitriles are used to manufacture organic pigments, diketopyrrolopyrroles (DPPs). They are obtained through the condensation of two molecules of nitrile with dimethyl succinate. Depending on the substitution pattern they create yellow, orange, orange and red color pigments. The pigments are used in automotive paints, to dye plastics, in emulsion paints and others. The best-known is certainly PR 254, Irgazine® Red.

PR 254

This pigment provided for the first time a relatively non-toxic and light-fast alternative to Zinnober Red and to the later Cadmium Red. Its inclusion in an automotive paint for a very special car has given this red pigment its nickname – Ferrari Red.

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