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High purity Various Specifications Isonicotinic acid hydrazide CAS:54-85-3
Cas No: 54-85-3
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CAS:54-85-3 Isoniazid
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54-85-3 Usage

Chemical Properties

white crystalline powder

Uses

Antibiotic for treatment of Mycobacterium tuberculosis, inhibits mycolic acid biosynthesis. Metabolized by hepatic N-acetyltransferase (NAT) and cytochrome P450 2E1 (CYP2E1) to form hepatotoxins. Sele ctively induces expression of CYP2E1. Reversibly inhibits CYP2C19 and CYP3A4 activities, and mechanistically inactivates CYP1A2, CYP2A6, CYP2C19 and CYP3A4 at clinically relevant concentrations. Antib acterial (tuberculostatic).

Reactivity Profile

Isoniazid is incompatible with chloral, aldehydes, iodine, hypochlorites and ferric salts. Isoniazid is also incompatible with oxidizers. Isoniazid may react with sugars and ketones. Isoniazid can react as a weak acid or a weak base. Isoniazid can be decomposed by oxidative and reductive reactions.

Purification Methods

Crystallise isoniazide from 95% EtOH and dry it in a vacuum. [Beilstein 22 III/IV 545, 22/2 V 219.]

Uses

For the treatment of all forms of tuberculosis in which organisms are susceptible.

General Description

Odorless colorless or white crystals or white crystalline powder. Taste is slightly sweet at first and then bitter. pH (1% aqueous solution) 5.5-6.5. pH (5% aqueous solution) 6-8.

Brand name

Inh (Novartis); Nydrazid (Bristol-Myers Squibb); Nydrazid (Sandoz); Rimifon (Roche).

Air & Water Reactions

Sensitive to air and light. Absorbs insignificant amounts of moisture at 77°F at relative humidities up to approximately 90%. Water soluble. Dust can be explosive when suspended in air at specific concentrations.

Definition

ChEBI: A carbohydrazide obtained by formal condensation between pyridine-4-carboxylic acid and hydrazine.

Fire Hazard

Isoniazid is combustible.

Uses

antibacterial, tuberculostatic
InChI:InChI=1/C6H7N3O2/c7-9-11-6(10)5-1-3-8-4-2-5/h1-4,9H,7H2

54-85-3 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Sigma-Aldrich (I3377)  Isoniazid  analytical standard, ≥99% (TLC) 54-85-3 I3377-250G 693.81CNY Detail
Sigma-Aldrich (I3377)  Isoniazid  analytical standard, ≥99% (TLC) 54-85-3 I3377-50G 198.90CNY Detail
Sigma-Aldrich (I3377)  Isoniazid  analytical standard, ≥99% (TLC) 54-85-3 I3377-5G 157.95CNY Detail
USP (1349706)  Isoniazid  United States Pharmacopeia (USP) Reference Standard 54-85-3 1349706-200MG 4,662.45CNY Detail
Sigma-Aldrich (I0500000)  Isoniazid  European Pharmacopoeia (EP) Reference Standard 54-85-3 I0500000 1,880.19CNY Detail
Sigma-Aldrich (75182)  Isoniazid  certified reference material, TraceCERT® 54-85-3 75182-50MG 1,547.91CNY Detail
Alfa Aesar (A10583)  Isonicotinic acid hydrazide, 98+%    54-85-3 1000g 1094.0CNY Detail
Alfa Aesar (A10583)  Isonicotinic acid hydrazide, 98+%    54-85-3 500g 587.0CNY Detail
Alfa Aesar (A10583)  Isonicotinic acid hydrazide, 98+%    54-85-3 100g 157.0CNY Detail
Alfa Aesar (A10583)  Isonicotinic acid hydrazide, 98+%    54-85-3 50g 106.0CNY Detail
TCI America (I0138)  Isonicotinic Acid Hydrazide  >98.0%(HPLC)(T) 54-85-3 500g 1,290.00CNY Detail
TCI America (I0138)  Isonicotinic Acid Hydrazide  >98.0%(HPLC)(T) 54-85-3 100g 410.00CNY Detail

54-85-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name isoniazide

1.2 Other means of identification

Product number -
Other names HIA

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:54-85-3 SDS

54-85-3Synthetic route

butyl isonicotinate
13841-66-2

butyl isonicotinate

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
With hydrazine hydrate at 60℃; for 4h;99.1%
With hydrazine hydrate In ethanol for 6h; Reflux;74.1%
isonicotinamide
1453-82-3

isonicotinamide

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
With hydrazine at 115℃; for 4h;97.34%
With hydrazine at 115℃; for 4h; Heating / reflux;97.34%
With hydrazine In methanol at 110℃; for 4h;96.03%
isonicotinic acid ethylester
1570-45-2

isonicotinic acid ethylester

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
With hydrazine hydrate In methanol for 0.0333333h; Microwave irradiation;97.3%
With hydrazine hydrate In ethanol Reflux;88%
Stage #1: isonicotinic acid ethylester With hydrazine hydrate at 75 - 80℃; for 10h;
Stage #2: With pyrographite In water at 70 - 75℃; for 0.5h; Reagent/catalyst; Temperature; Solvent;
87%
4-pyridinecarboxylic acid, methyl ester
2459-09-8

4-pyridinecarboxylic acid, methyl ester

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
With hydrazine hydrate In methanol at 70℃; for 0.00111111h;95.6%
With hydrazine hydrate In ethanol at 20℃; for 3h;94.1%
With hydrazine hydrate In ethanol at 23℃; for 16h;86%
isonicotinamide
1453-82-3

isonicotinamide

A

pyridine-4-carboxylic acid
55-22-1

pyridine-4-carboxylic acid

B

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
With hydrazine dihydrochloride In aq. phosphate buffer at 30℃; for 1h; pH=7; Kinetics; Concentration; Time; Temperature; Enzymatic reaction;A n/a
B 90.4%
isonicotinic acid ethyl ester; hydrochloride
58827-14-8

isonicotinic acid ethyl ester; hydrochloride

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 1h; Time; Reflux;87.59%
Multi-step reaction with 2 steps
1.1: sodium carbonate / dichloromethane; water
2.1: hydrazine hydrate / 10 h / 75 - 80 °C
2.2: 0.5 h / 70 - 75 °C
View Scheme
isonicotinic acid methyl ester hydrochloride

isonicotinic acid methyl ester hydrochloride

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 2.5h; Time; Reflux;84.5%
pyridine-4-carboxylic acid
55-22-1

pyridine-4-carboxylic acid

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
With hydrazine hydrate for 0.0527778h; Microwave irradiation;80%
With hydrazine hydrate In ethanol for 4h; Reflux;55%
With hydrazine hydrate; toluene; butan-1-ol at 130 - 160℃; Entfernen des entstehenden Wassers;
pyridine-4-carbonitrile
100-48-1

pyridine-4-carbonitrile

A

isoniazid
54-85-3

isoniazid

B

isonicotinamide
1453-82-3

isonicotinamide

Conditions
ConditionsYield
With NaY zeolite; hydrazine hydrate In water at 90℃; for 2h;A 67%
B 18%
(piperidin-1-yl)(pyridin-4-yl)methanethione
88057-93-6

(piperidin-1-yl)(pyridin-4-yl)methanethione

A

isoniazid
54-85-3

isoniazid

B

3,6-di(pyridin-4-yl)-1,4-dihydro-1,2,4,5-tetrazine
31599-25-4

3,6-di(pyridin-4-yl)-1,4-dihydro-1,2,4,5-tetrazine

Conditions
ConditionsYield
With hydrazine hydrate for 24h; Ambient temperature;A n/a
B 10%
N-cyclohexylpyridine-4-carbothioamide
17332-42-2

N-cyclohexylpyridine-4-carbothioamide

A

isoniazid
54-85-3

isoniazid

B

3,6-di(pyridin-4-yl)-1,4-dihydro-1,2,4,5-tetrazine
31599-25-4

3,6-di(pyridin-4-yl)-1,4-dihydro-1,2,4,5-tetrazine

Conditions
ConditionsYield
With hydrazine hydrate for 24h; Ambient temperature;A n/a
B 10%
pyridine-4-carbonitrile
100-48-1

pyridine-4-carbonitrile

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
With sodium hydroxide; water; hydrazine hydrate at 100℃;
Isonicotinic acid [1-[(2S,4S)-4-((2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-yl]-eth-(E)-ylidene]-hydrazide; hydrochloride
110925-39-8

Isonicotinic acid [1-[(2S,4S)-4-((2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-yl]-eth-(E)-ylidene]-hydrazide; hydrochloride

A

isoniazid
54-85-3

isoniazid

B

daunomycin hydrochloride
23541-50-6

daunomycin hydrochloride

Conditions
ConditionsYield
With water at 37℃; Rate constant; also half-conversion period, pH 5.58, pH 6.80, pH 7.35, 0.01 M phosphate buffer;
{3-hydroxy-4-[(E)-(isonicotinoylhydrazono)methyl]-2-methylpyridin-5-yl}methylphosphate
53-91-8

{3-hydroxy-4-[(E)-(isonicotinoylhydrazono)methyl]-2-methylpyridin-5-yl}methylphosphate

A

isoniazid
54-85-3

isoniazid

B

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
at 25℃; Equilibrium constant; Rate constant; depending on pH;
N-(5-methyl-6-thioxo-[1,3,5]thiadiazinan-3-yl)-isonicotinamide

N-(5-methyl-6-thioxo-[1,3,5]thiadiazinan-3-yl)-isonicotinamide

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
With phosphate buffer In methanol; water at 37℃; Rate constant; var. pH, also in 80 percent human plasma or 10 percent rat liver homogenate;
N-(5-ethyl-6-thioxo-[1,3,5]thiadiazinan-3-yl)-isonicotinamide

N-(5-ethyl-6-thioxo-[1,3,5]thiadiazinan-3-yl)-isonicotinamide

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
With phosphate buffer In methanol; water at 37℃; Rate constant; var. pH, also in 80 percent human plasma or 10 percent rat liver homogenate;
N-(5-propyl-6-thioxo-[1,3,5]thiadiazinan-3-yl)-isonicotinamide

N-(5-propyl-6-thioxo-[1,3,5]thiadiazinan-3-yl)-isonicotinamide

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
With phosphate buffer In methanol; water at 37℃; Rate constant; var. pH, also in 80 percent human plasma or 10 percent rat liver homogenate;
N-(5-butyl-6-thioxo-[1,3,5]thiadiazinan-3-yl)-isonicotinamide

N-(5-butyl-6-thioxo-[1,3,5]thiadiazinan-3-yl)-isonicotinamide

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
With phosphate buffer In methanol; water at 37℃; Rate constant; var. pH, also in 80 percent human plasma or 10 percent rat liver homogenate;
3-benzyl-5-(4-pyridylcarboxamido)tetrahydro-2H-1,3,5-thiadiazine-2-thione

3-benzyl-5-(4-pyridylcarboxamido)tetrahydro-2H-1,3,5-thiadiazine-2-thione

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
With phosphate buffer In methanol; water at 37℃; Rate constant; var. pH, also in 80 percent human plasma or 10 percent rat liver homogenate;
pyridine-4-carboxylic acid
55-22-1

pyridine-4-carboxylic acid

hydrazine
302-01-2

hydrazine

A

isoniazid
54-85-3

isoniazid

B

N,N'-bis(isonicotinoyl)hydrazine
4329-75-3

N,N'-bis(isonicotinoyl)hydrazine

C

3,5-di(pyridin-4-yl)-4H-1,2,4-triazol-4-amine
38634-05-8

3,5-di(pyridin-4-yl)-4H-1,2,4-triazol-4-amine

Conditions
ConditionsYield
at 130℃;
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

indolyl magnesium bromide

indolyl magnesium bromide

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 96 percent / sulphur / 8 h / Heating
2: 100percent hydrazine hydrate / 24 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 84 percent / sulphur / 8 h / Heating
2: 100percent hydrazine hydrate / 24 h / Ambient temperature
View Scheme
pyridine-4-carboxylic acid
55-22-1

pyridine-4-carboxylic acid

(+-)-3-<4-chloro-3-methyl-phenyl>-3-<4-chloro-phenyl>-propylamine

(+-)-3-<4-chloro-3-methyl-phenyl>-3-<4-chloro-phenyl>-propylamine

A

isoniazid
54-85-3

isoniazid

B

O2,O4;O3,O5-<(R,S)-dibenzylidene>-D-xylose

O2,O4;O3,O5-<(R,S)-dibenzylidene>-D-xylose

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 98 percent Chromat. / KU-2-8 cation-exchange resin / benzene / 24 h / 110 - 115 °C
2: 99.1 percent / 99.5percent hydrazine hydrate / 4 h / 60 °C
View Scheme
isonicotinoyl chloride hydrochloride
39178-35-3

isonicotinoyl chloride hydrochloride

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: N2H4+H2O; ethanol
View Scheme
pyridine
110-86-1

pyridine

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: acetic acid; iron-powder / 130 °C
2: aqueous SeO2; concentrated H2SO4 / 280 °C
3: ClSO3H
4: N2H4+H2O; methanol
View Scheme
4-Ethylpyridine
536-75-4

4-Ethylpyridine

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aqueous SeO2; concentrated H2SO4 / 280 °C
2: ClSO3H
3: N2H4+H2O; methanol
View Scheme
4-(chlorocarbonyl)pyridine
14254-57-0

4-(chlorocarbonyl)pyridine

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
With hydrazine hydrate In 1,4-dioxane
Multi-step reaction with 2 steps
1: 5 h / 0 - 20 °C
2: hydrazine hydrate / ethanol / 8.5 h / 30 - 100 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium hydroxide
2: hydrazine hydrate
View Scheme
Multi-step reaction with 2 steps
1.1: 0.5 h
2.1: hydrazine hydrate / 10 h / 75 - 80 °C
2.2: 0.5 h / 70 - 75 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium hydroxide
2: hydrazine hydrate / methanol
View Scheme
1-isonicotinoyl-1H-imidazole
90322-87-5

1-isonicotinoyl-1H-imidazole

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
With hydrazine hydrate In tetrahydrofuran at 20℃;5.25 g
picoline
108-89-4

picoline

isoniazid
54-85-3

isoniazid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: β‐cyclodextrin / water / 0.5 h / 60 °C
1.2: 6 h / 40 °C
2.1: oxalyl dichloride / dichloromethane / 0 °C
3.1: 5 h / 0 - 20 °C
4.1: hydrazine hydrate / ethanol / 8.5 h / 30 - 100 °C
View Scheme
2-Acetylthiophene
88-15-3

2-Acetylthiophene

isoniazid
54-85-3

isoniazid

(E)-N'-(1-(thiophen-2-yl)ethylidene)isonicotinic hydrazide
91397-02-3

(E)-N'-(1-(thiophen-2-yl)ethylidene)isonicotinic hydrazide

Conditions
ConditionsYield
at 247℃; under 6000.6 Torr; for 0.075h; Microwave irradiation; neat (no solvent);100%
With trifluoroacetic acid In ethanol Reflux;82%
With propan-1-ol
isoniazid
54-85-3

isoniazid

4-chloro-3-nitro-benzaldehyde
16588-34-4

4-chloro-3-nitro-benzaldehyde

isonicotinic acid N2-(4-chloro-3-nitrobenzylidene)hydrazide
99513-84-5

isonicotinic acid N2-(4-chloro-3-nitrobenzylidene)hydrazide

Conditions
ConditionsYield
In ethanol Reflux;100%
With ethanol
2-acetylpyridine
1122-62-9

2-acetylpyridine

isoniazid
54-85-3

isoniazid

N’-(1-(pyridin-2-yl)ethylidene)isonicotinohydrazide
93086-96-5

N’-(1-(pyridin-2-yl)ethylidene)isonicotinohydrazide

Conditions
ConditionsYield
In methanol at 20℃;100%
In methanol at 20℃; for 1h;100%
In ethanol for 0.0833333h; Concentration; Temperature; Time; Microwave irradiation; Green chemistry;86%
carbon disulfide
75-15-0

carbon disulfide

isoniazid
54-85-3

isoniazid

potassium 4-pyridinyldithiocarbazate
61019-32-7

potassium 4-pyridinyldithiocarbazate

Conditions
ConditionsYield
With potassium hydroxide In ethanol100%
With potassium hydroxide In ethanol at 20℃;100%
With potassium hydroxide In ethanol at 20℃; for 16h;99%
carbon disulfide
75-15-0

carbon disulfide

isoniazid
54-85-3

isoniazid

potassium 2-isonicotinoyl hydrazine carbothionate

potassium 2-isonicotinoyl hydrazine carbothionate

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 16h; Cooling with ice;100%
With potassium hydroxide In ethanol at 25℃; for 3h;
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

isoniazid
54-85-3

isoniazid

N’-(pyridin-4-ylmethylene)isonicotinohydrazide

N’-(pyridin-4-ylmethylene)isonicotinohydrazide

Conditions
ConditionsYield
In ethanol Reflux;100%
With hydrogenchloride In ethanol Microwave irradiation;96%
In ethanol for 0.333333h; Reflux; Cooling with ice;90%
With sodium disulfite In 1,2-dimethoxyethane for 0.0166667h; microwave irradiation;
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

isoniazid
54-85-3

isoniazid

N’-(pyridin-2-ylmethylene)isonicotinohydrazide
15017-32-0

N’-(pyridin-2-ylmethylene)isonicotinohydrazide

Conditions
ConditionsYield
In ethanol Reflux;100%
In ethanol Reflux;91%
In ethanol Reflux;82%
isoniazid
54-85-3

isoniazid

2,6-difluorobenzaldehyde
437-81-0

2,6-difluorobenzaldehyde

isonicotinic acid N2-(2,6-difluorobenzylidene)hydrazide
386268-24-2

isonicotinic acid N2-(2,6-difluorobenzylidene)hydrazide

Conditions
ConditionsYield
In ethanol Reflux;100%
isoniazid
54-85-3

isoniazid

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

N'-[(Z)-(2-nitrophenyl)methylidene]pyridine-4-carbohydrazide
1262213-17-1

N'-[(Z)-(2-nitrophenyl)methylidene]pyridine-4-carbohydrazide

Conditions
ConditionsYield
In water Microwave irradiation;99.2%
With acetic acid In ethanol for 3h; Reflux;76%
thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

isoniazid
54-85-3

isoniazid

(E)-N’-(thiophen-2-ylmethylene)isonicotinohydrazide
79728-82-8

(E)-N’-(thiophen-2-ylmethylene)isonicotinohydrazide

Conditions
ConditionsYield
With trifluoroacetic acid In ethanol Reflux;99%
With acetic acid In ethanol for 0.25h; Sonication;92%
In ethanol for 2h; Reflux;80%
isoniazid
54-85-3

isoniazid

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

(E)-N′-(4′-chlorobenzylidene)isonicotinohydrazide
6342-46-7

(E)-N′-(4′-chlorobenzylidene)isonicotinohydrazide

Conditions
ConditionsYield
In ethanol; water at 20℃; for 0.0833333h; UV-irradiation;99%
With acetic acid In ethanol Reflux;92%
In methanol for 4h; Heating;89%
isoniazid
54-85-3

isoniazid

salicylaldehyde
90-02-8

salicylaldehyde

salicylaldehyde isonicotinoylhydrazone
495-84-1

salicylaldehyde isonicotinoylhydrazone

Conditions
ConditionsYield
at 56℃; for 0.333333h;99%
at 100℃; for 0.0666667h; pH=4.5; Schiff Reaction; Aqueous acetate buffer;98%
Stage #1: salicylaldehyde In ethanol for 0.166667h;
Stage #2: isoniazid In ethanol; water at 80℃; for 0.5h; UV-irradiation;
98.7%
isoniazid
54-85-3

isoniazid

3-Chlorobenzaldehyde
587-04-2

3-Chlorobenzaldehyde

N'-[(E)-(3-chloro-phenyl)methylidene]isonicotinohydrazide
40108-48-3

N'-[(E)-(3-chloro-phenyl)methylidene]isonicotinohydrazide

Conditions
ConditionsYield
In ethanol; water at 20℃; for 0.0833333h; UV-irradiation;99%
With acetic acid In ethanol Reflux;85%
With ethanol
isoniazid
54-85-3

isoniazid

4-dimethylamino-benzaldehyde
100-10-7

4-dimethylamino-benzaldehyde

isonicotinic acid (4-dimethylaminobenzylidene)hydrazide
13059-77-3

isonicotinic acid (4-dimethylaminobenzylidene)hydrazide

Conditions
ConditionsYield
at 60℃; for 0.333333h;99%
In ethanol for 1h; Reflux;95%
In ethanol for 24h; Reflux;85%
isoniazid
54-85-3

isoniazid

2,4-Dihydroxybenzaldehyde
95-01-2

2,4-Dihydroxybenzaldehyde

(E)-N’-(2',4'-dihydroxybenzylidene)isonicotinohydrazide
3477-69-8

(E)-N’-(2',4'-dihydroxybenzylidene)isonicotinohydrazide

Conditions
ConditionsYield
at 140℃; for 1h;99%
With acetic acid In ethanol Reflux;70%
With ethanol
In N,N-dimethyl-formamide at 20℃;
isoniazid
54-85-3

isoniazid

4-((methylthio)(phenyl)methylene) morpholinium iodide
31646-28-3

4-((methylthio)(phenyl)methylene) morpholinium iodide

4-(5-phenyl-1,3,4-oxadiazol-2-yl)pyridine
56353-00-5

4-(5-phenyl-1,3,4-oxadiazol-2-yl)pyridine

Conditions
ConditionsYield
In pyridine for 16h; Ambient temperature;99%
isoniazid
54-85-3

isoniazid

1-(α-methylsulfanyl-benzylidene)-piperidinium; iodide
61135-82-8

1-(α-methylsulfanyl-benzylidene)-piperidinium; iodide

4-(5-phenyl-1,3,4-oxadiazol-2-yl)pyridine
56353-00-5

4-(5-phenyl-1,3,4-oxadiazol-2-yl)pyridine

Conditions
ConditionsYield
In pyridine for 16h; Ambient temperature;99%
isoniazid
54-85-3

isoniazid

methyl thioisocyanate
556-61-6

methyl thioisocyanate

4-methyl-1-(pyridine-4-yl-carbonyl)-thiosemicarbazide
4406-96-6

4-methyl-1-(pyridine-4-yl-carbonyl)-thiosemicarbazide

Conditions
ConditionsYield
In ethanol at 90℃; for 4h;99%
In ethanol for 0.416667h; Heating;95%
In isopropyl alcohol for 3h; Heating;93%
isoniazid
54-85-3

isoniazid

(4-chlorophenoxy)acetonitrile
3598-13-8

(4-chlorophenoxy)acetonitrile

Isonicotinic acid [1-amino-2-(4-chloro-phenoxy)-eth-(E)-ylidene]-hydrazide
261363-00-2

Isonicotinic acid [1-amino-2-(4-chloro-phenoxy)-eth-(E)-ylidene]-hydrazide

Conditions
ConditionsYield
Stage #1: (4-chlorophenoxy)acetonitrile With sodium ethanolate In ethanol at 20℃; for 1h; Addition;
Stage #2: isoniazid In ethanol at 0 - 20℃; Condensation;
99%
isoniazid
54-85-3

isoniazid

(3-methoxyphenoxy)acetonitrile
50635-23-9

(3-methoxyphenoxy)acetonitrile

Isonicotinic acid [1-amino-2-(3-methoxy-phenoxy)-eth-(E)-ylidene]-hydrazide
261362-96-3

Isonicotinic acid [1-amino-2-(3-methoxy-phenoxy)-eth-(E)-ylidene]-hydrazide

Conditions
ConditionsYield
Stage #1: (3-methoxyphenoxy)acetonitrile With sodium ethanolate In ethanol at 20℃; for 1h; Addition;
Stage #2: isoniazid In ethanol at 0 - 20℃; Condensation;
99%
isoniazid
54-85-3

isoniazid

4-dimethylamino-benzaldehyde
100-10-7

4-dimethylamino-benzaldehyde

(E)-N’-(4'-(dimethylamino)benzylidene)isonicotinohydrazide

(E)-N’-(4'-(dimethylamino)benzylidene)isonicotinohydrazide

Conditions
ConditionsYield
With trifluoroacetic acid In ethanol Reflux;99%
In ethanol for 1h; Heating;87.2%
With hydrogenchloride In ethanol at 20℃; for 0.5h; Condensation;85%
isoniazid
54-85-3

isoniazid

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

N'-((2-nitrophenyl)methylidene)pyridine-4-carbohydrazide

N'-((2-nitrophenyl)methylidene)pyridine-4-carbohydrazide

Conditions
ConditionsYield
at 57℃; for 0.25h;99%
In ethanol Reflux;97%
With hydrogenchloride In ethanol Reflux;86%
isoniazid
54-85-3

isoniazid

2,3-dihydroxybenzaldehyde
24677-78-9

2,3-dihydroxybenzaldehyde

N'-[(E)-(2,3-dihydroxy-phenyl)methylidene]isonicotinohydrazide

N'-[(E)-(2,3-dihydroxy-phenyl)methylidene]isonicotinohydrazide

Conditions
ConditionsYield
In methanol for 1.16667h; Milling;99%
In ethanol; water at 20℃; for 0.0833333h; UV-irradiation;90%
In N,N-dimethyl-formamide at 20℃;
isoniazid
54-85-3

isoniazid

2,3-dichlorobenzylaldehyde
6334-18-5

2,3-dichlorobenzylaldehyde

N'-[(E)-(2,3-dichloro-phenyl)methylidene]isonicotinohydrazide

N'-[(E)-(2,3-dichloro-phenyl)methylidene]isonicotinohydrazide

Conditions
ConditionsYield
In ethanol; water at 20℃; for 0.0833333h; UV-irradiation;99%
triethylamine In tetrahydrofuran for 6h; Heating;
isoniazid
54-85-3

isoniazid

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

(E)-N'-(3,4,5-trimethoxybenzylidene)isonicotinic hydrazide

(E)-N'-(3,4,5-trimethoxybenzylidene)isonicotinic hydrazide

Conditions
ConditionsYield
With trifluoroacetic acid In ethanol Reflux;99%
In ethanol; water at 20℃;88%
With acetic acid In ethanol Reflux;66%
isoniazid
54-85-3

isoniazid

2-isopropyl-5-methyl-hex-2-enal
35158-25-9

2-isopropyl-5-methyl-hex-2-enal

isonicotinic acid N2-(2-isopropyl-5-methyl-2-hexenylidene)hydrazide
1188539-99-2

isonicotinic acid N2-(2-isopropyl-5-methyl-2-hexenylidene)hydrazide

Conditions
ConditionsYield
In ethanol Reflux;99%
furfural
98-01-1

furfural

isoniazid
54-85-3

isoniazid

N-(2-furanylmethylene)isonicotinoylhydrazine

N-(2-furanylmethylene)isonicotinoylhydrazine

Conditions
ConditionsYield
at 60℃; for 0.25h;99%
In ethanol for 4h; Reflux;83%
With acetic acid In ethanol for 3h; Reflux;
With ammonia In water for 1h;
With acetic acid In ethanol
isoniazid
54-85-3

isoniazid

salicylaldehyde
90-02-8

salicylaldehyde

salinazid
495-84-1

salinazid

Conditions
ConditionsYield
In ethanol; water at 20℃; for 0.0833333h; UV-irradiation;98.7%
In ethanol; water Heating;95%
In methanol for 3h; Reflux;95%
isoniazid
54-85-3

isoniazid

4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

N'-[(Z)-(4-fluorophenyl)methylidene]pyridine-4-carbohydrazide

N'-[(Z)-(4-fluorophenyl)methylidene]pyridine-4-carbohydrazide

Conditions
ConditionsYield
In water Microwave irradiation;98.7%

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