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64-75-5

Basic Information
CAS No.: 64-75-5
Name: 2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-,hydrochloride (1:1), (4S,4aS,5aS,6S,12aS)-
Molecular Structure:
Molecular Structure of 64-75-5 (2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-,hydrochloride (1:1), (4S,4aS,5aS,6S,12aS)-)
Formula: C22H24N2O8.HCl
Molecular Weight: 480.90
Synonyms: Neocycline B;Paltet;Panmycin hydrochloride;Partrex;Polyotic ointment;Purocyclina;Remicyclin;Riocyclin;Robitet;Subamycin;Supramycin;Tefilin;Tet-Cy;Tetrabakat;Tetrabid;Tetrabon;Tetrachel;Tetracompren;Tetracycline hydrochloride;Tetracyn;Tetralution;Tetrosol;Triphacyclin;Unicin;Vetquamycin 324;2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-,monohydrochloride (8CI);Achro;Achromycin hydrochloride;Ala-Tet;Ambracyn;Bristacycline;Cancycline-250;Criseociclina;Dumocyclin;Helvecyclin;Hostacycline;Medamycin;Tetracycline HCL;
EINECS: 200-593-8
Density:
Melting Point: 220-223 °C(lit.)
Boiling Point: 799.4 °C at 760 mmHg
Flash Point: 437.3 °C
Solubility: 50 g/L in water
Appearance: Yellow crystalline powder
Hazard Symbols: IrritantXi, HarmfulXn
Risk Codes: 36/37/38-20/21/22
Safety: 26-36
Transport Information:
PSA: 181.62000
LogP: 1.28790
Synthetic route
60-54-8

TETRACYCLINE

64-75-5

tetracycline hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol; water
32359-20-9

(1S,2R)-1,2-dihydroxycyclohexa-3,5-diene-1-carboxylic acid

64-75-5

tetracycline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 13 steps
1.1: 3-chloro-benzenecarboperoxoic acid / ethyl acetate / 10.5 h / 23 °C / Inert atmosphere
2.1: methanol; hexane; benzene / 0.08 h / 23 °C / Inert atmosphere
2.2: 0.5 h
3.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
3.2: 1 h / -78 °C / Inert atmosphere
4.1: lithium trifluoromethanesulfonate / toluene / 3 h / 23 - 60 °C / Inert atmosphere
4.2: 18 h / 23 °C / Inert atmosphere
5.1: diethylazodicarboxylate; triphenylphosphine / toluene / 1.5 h / 0 °C / Inert atmosphere
5.2: 23 h / 0 - 23 °C / Inert atmosphere
6.1: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 5.5 h / 0 - 23 °C / Inert atmosphere
7.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 36 h / 23 °C / Inert atmosphere
8.1: pyridinium hydrobromide perbromide / dichloromethane / 17 h / 23 °C / Inert atmosphere
8.2: 0.42 h / 0 °C / Inert atmosphere
9.1: 48 h / 85 °C / Inert atmosphere
10.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 12 h / 23 °C / Inert atmosphere
11.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 18 h / 23 - 35 °C / Darkness; Inert atmosphere
12.1: 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid / dichloromethane / 0.67 h / -78 - 0 °C / Inert atmosphere
12.2: air
13.1: palladium; hydrogen / 1,4-dioxane / 2 h / 23 °C / 760.05 Torr
13.2: Inert atmosphere
View Scheme
367954-24-3

(1S,2R,3S,6R)-2,3-Dihydroxy-7-oxa-bicyclo[4.1.0]hept-4-ene-3-carboxylic acid

64-75-5

tetracycline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1.1: methanol; hexane; benzene / 0.08 h / 23 °C / Inert atmosphere
1.2: 0.5 h
2.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
2.2: 1 h / -78 °C / Inert atmosphere
3.1: lithium trifluoromethanesulfonate / toluene / 3 h / 23 - 60 °C / Inert atmosphere
3.2: 18 h / 23 °C / Inert atmosphere
4.1: diethylazodicarboxylate; triphenylphosphine / toluene / 1.5 h / 0 °C / Inert atmosphere
4.2: 23 h / 0 - 23 °C / Inert atmosphere
5.1: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 5.5 h / 0 - 23 °C / Inert atmosphere
6.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 36 h / 23 °C / Inert atmosphere
7.1: pyridinium hydrobromide perbromide / dichloromethane / 17 h / 23 °C / Inert atmosphere
7.2: 0.42 h / 0 °C / Inert atmosphere
8.1: 48 h / 85 °C / Inert atmosphere
9.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 12 h / 23 °C / Inert atmosphere
10.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 18 h / 23 - 35 °C / Darkness; Inert atmosphere
11.1: 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid / dichloromethane / 0.67 h / -78 - 0 °C / Inert atmosphere
11.2: air
12.1: palladium; hydrogen / 1,4-dioxane / 2 h / 23 °C / 760.05 Torr
12.2: Inert atmosphere
View Scheme
367954-37-8

(1S,2R,3R,6S)-2,3-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-4-ene-1-carboxylic acid methyl ester

64-75-5

tetracycline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
1.2: 1 h / -78 °C / Inert atmosphere
2.1: lithium trifluoromethanesulfonate / toluene / 3 h / 23 - 60 °C / Inert atmosphere
2.2: 18 h / 23 °C / Inert atmosphere
3.1: diethylazodicarboxylate; triphenylphosphine / toluene / 1.5 h / 0 °C / Inert atmosphere
3.2: 23 h / 0 - 23 °C / Inert atmosphere
4.1: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 5.5 h / 0 - 23 °C / Inert atmosphere
5.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 36 h / 23 °C / Inert atmosphere
6.1: pyridinium hydrobromide perbromide / dichloromethane / 17 h / 23 °C / Inert atmosphere
6.2: 0.42 h / 0 °C / Inert atmosphere
7.1: 48 h / 85 °C / Inert atmosphere
8.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 12 h / 23 °C / Inert atmosphere
9.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 18 h / 23 - 35 °C / Darkness; Inert atmosphere
10.1: 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid / dichloromethane / 0.67 h / -78 - 0 °C / Inert atmosphere
10.2: air
11.1: palladium; hydrogen / 1,4-dioxane / 2 h / 23 °C / 760.05 Torr
11.2: Inert atmosphere
View Scheme
852821-12-6

3-benzyloxy-5-dimethylaminomethylisoxazole

64-75-5

tetracycline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
1.2: 1 h / -78 °C / Inert atmosphere
2.1: lithium trifluoromethanesulfonate / toluene / 3 h / 23 - 60 °C / Inert atmosphere
2.2: 18 h / 23 °C / Inert atmosphere
3.1: diethylazodicarboxylate; triphenylphosphine / toluene / 1.5 h / 0 °C / Inert atmosphere
3.2: 23 h / 0 - 23 °C / Inert atmosphere
4.1: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 5.5 h / 0 - 23 °C / Inert atmosphere
5.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 36 h / 23 °C / Inert atmosphere
6.1: pyridinium hydrobromide perbromide / dichloromethane / 17 h / 23 °C / Inert atmosphere
6.2: 0.42 h / 0 °C / Inert atmosphere
7.1: 48 h / 85 °C / Inert atmosphere
8.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 12 h / 23 °C / Inert atmosphere
9.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 18 h / 23 - 35 °C / Darkness; Inert atmosphere
10.1: 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid / dichloromethane / 0.67 h / -78 - 0 °C / Inert atmosphere
10.2: air
11.1: palladium; hydrogen / 1,4-dioxane / 2 h / 23 °C / 760.05 Torr
11.2: Inert atmosphere
View Scheme
90109-84-5

C6H9BrN2O

64-75-5

tetracycline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1.1: sodium / 32 h / 23 °C / Inert atmosphere
1.2: 20 h / 23 - 120 °C / Inert atmosphere
2.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
2.2: 1 h / -78 °C / Inert atmosphere
3.1: lithium trifluoromethanesulfonate / toluene / 3 h / 23 - 60 °C / Inert atmosphere
3.2: 18 h / 23 °C / Inert atmosphere
4.1: diethylazodicarboxylate; triphenylphosphine / toluene / 1.5 h / 0 °C / Inert atmosphere
4.2: 23 h / 0 - 23 °C / Inert atmosphere
5.1: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 5.5 h / 0 - 23 °C / Inert atmosphere
6.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 36 h / 23 °C / Inert atmosphere
7.1: pyridinium hydrobromide perbromide / dichloromethane / 17 h / 23 °C / Inert atmosphere
7.2: 0.42 h / 0 °C / Inert atmosphere
8.1: 48 h / 85 °C / Inert atmosphere
9.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 12 h / 23 °C / Inert atmosphere
10.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 18 h / 23 - 35 °C / Darkness; Inert atmosphere
11.1: 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid / dichloromethane / 0.67 h / -78 - 0 °C / Inert atmosphere
11.2: air
12.1: palladium; hydrogen / 1,4-dioxane / 2 h / 23 °C / 760.05 Torr
12.2: Inert atmosphere
View Scheme

C32H50N2O6Si2

64-75-5

tetracycline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: lithium trifluoromethanesulfonate / toluene / 3 h / 23 - 60 °C / Inert atmosphere
1.2: 18 h / 23 °C / Inert atmosphere
2.1: diethylazodicarboxylate; triphenylphosphine / toluene / 1.5 h / 0 °C / Inert atmosphere
2.2: 23 h / 0 - 23 °C / Inert atmosphere
3.1: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 5.5 h / 0 - 23 °C / Inert atmosphere
4.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 36 h / 23 °C / Inert atmosphere
5.1: pyridinium hydrobromide perbromide / dichloromethane / 17 h / 23 °C / Inert atmosphere
5.2: 0.42 h / 0 °C / Inert atmosphere
6.1: 48 h / 85 °C / Inert atmosphere
7.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 12 h / 23 °C / Inert atmosphere
8.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 18 h / 23 - 35 °C / Darkness; Inert atmosphere
9.1: 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid / dichloromethane / 0.67 h / -78 - 0 °C / Inert atmosphere
9.2: air
10.1: palladium; hydrogen / 1,4-dioxane / 2 h / 23 °C / 760.05 Torr
10.2: Inert atmosphere
View Scheme
852821-14-8

C26H36N2O6Si

64-75-5

tetracycline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: diethylazodicarboxylate; triphenylphosphine / toluene / 1.5 h / 0 °C / Inert atmosphere
1.2: 23 h / 0 - 23 °C / Inert atmosphere
2.1: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 5.5 h / 0 - 23 °C / Inert atmosphere
3.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 36 h / 23 °C / Inert atmosphere
4.1: pyridinium hydrobromide perbromide / dichloromethane / 17 h / 23 °C / Inert atmosphere
4.2: 0.42 h / 0 °C / Inert atmosphere
5.1: 48 h / 85 °C / Inert atmosphere
6.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 12 h / 23 °C / Inert atmosphere
7.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 18 h / 23 - 35 °C / Darkness; Inert atmosphere
8.1: 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid / dichloromethane / 0.67 h / -78 - 0 °C / Inert atmosphere
8.2: air
9.1: palladium; hydrogen / 1,4-dioxane / 2 h / 23 °C / 760.05 Torr
9.2: Inert atmosphere
View Scheme
852821-15-9

C26H36N2O5Si

64-75-5

tetracycline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 5.5 h / 0 - 23 °C / Inert atmosphere
2.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 36 h / 23 °C / Inert atmosphere
3.1: pyridinium hydrobromide perbromide / dichloromethane / 17 h / 23 °C / Inert atmosphere
3.2: 0.42 h / 0 °C / Inert atmosphere
4.1: 48 h / 85 °C / Inert atmosphere
5.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 12 h / 23 °C / Inert atmosphere
6.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 18 h / 23 - 35 °C / Darkness; Inert atmosphere
7.1: 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid / dichloromethane / 0.67 h / -78 - 0 °C / Inert atmosphere
7.2: air
8.1: palladium; hydrogen / 1,4-dioxane / 2 h / 23 °C / 760.05 Torr
8.2: Inert atmosphere
View Scheme
870288-27-0

C20H22N2O5

64-75-5

tetracycline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 36 h / 23 °C / Inert atmosphere
2.1: pyridinium hydrobromide perbromide / dichloromethane / 17 h / 23 °C / Inert atmosphere
2.2: 0.42 h / 0 °C / Inert atmosphere
3.1: 48 h / 85 °C / Inert atmosphere
4.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 12 h / 23 °C / Inert atmosphere
5.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 18 h / 23 - 35 °C / Darkness; Inert atmosphere
6.1: 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid / dichloromethane / 0.67 h / -78 - 0 °C / Inert atmosphere
6.2: air
7.1: palladium; hydrogen / 1,4-dioxane / 2 h / 23 °C / 760.05 Torr
7.2: Inert atmosphere
View Scheme
856906-36-0

C20H20N2O5

64-75-5

tetracycline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: pyridinium hydrobromide perbromide / dichloromethane / 17 h / 23 °C / Inert atmosphere
1.2: 0.42 h / 0 °C / Inert atmosphere
2.1: 48 h / 85 °C / Inert atmosphere
3.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 12 h / 23 °C / Inert atmosphere
4.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 18 h / 23 - 35 °C / Darkness; Inert atmosphere
5.1: 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid / dichloromethane / 0.67 h / -78 - 0 °C / Inert atmosphere
5.2: air
6.1: palladium; hydrogen / 1,4-dioxane / 2 h / 23 °C / 760.05 Torr
6.2: Inert atmosphere
View Scheme
856906-37-1

C26H24N2O5S

64-75-5

tetracycline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 48 h / 85 °C / Inert atmosphere
2.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 12 h / 23 °C / Inert atmosphere
3.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 18 h / 23 - 35 °C / Darkness; Inert atmosphere
4.1: 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid / dichloromethane / 0.67 h / -78 - 0 °C / Inert atmosphere
4.2: air
5.1: palladium; hydrogen / 1,4-dioxane / 2 h / 23 °C / 760.05 Torr
5.2: Inert atmosphere
View Scheme

C48H54N2O7SSi

64-75-5

tetracycline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 12 h / 23 °C / Inert atmosphere
2.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 18 h / 23 - 35 °C / Darkness; Inert atmosphere
3.1: 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid / dichloromethane / 0.67 h / -78 - 0 °C / Inert atmosphere
3.2: air
4.1: palladium; hydrogen / 1,4-dioxane / 2 h / 23 °C / 760.05 Torr
4.2: Inert atmosphere
View Scheme

C42H40N2O7S

64-75-5

tetracycline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 18 h / 23 - 35 °C / Darkness; Inert atmosphere
2.1: 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid / dichloromethane / 0.67 h / -78 - 0 °C / Inert atmosphere
2.2: air
3.1: palladium; hydrogen / 1,4-dioxane / 2 h / 23 °C / 760.05 Torr
3.2: Inert atmosphere
View Scheme

C42H38N2O7S

64-75-5

tetracycline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid / dichloromethane / 0.67 h / -78 - 0 °C / Inert atmosphere
1.2: air
2.1: palladium; hydrogen / 1,4-dioxane / 2 h / 23 °C / 760.05 Torr
2.2: Inert atmosphere
View Scheme

C36H32N2O9

64-75-5

tetracycline hydrochloride

Conditions
ConditionsYield
Stage #1: C36H32N2O9 With hydrogen; palladium In 1,4-dioxane at 23℃; under 760.051 Torr; for 2h;
Stage #2: With hydrogenchloride In methanol; water; acetonitrile Inert atmosphere;
16 mg
64-75-5

tetracycline hydrochloride

A

[6S-(2bα,6α,6aα,7aα)]-6-dimethylamino-1,2b,3,6,6a,7,7a,8-octahydro-2b,5,8,12-tetrahydroxy-8-methyl-3-oxo-1,2-diazacyclopenta[fg]naphthacene-4-carboxylic acid amide

B

[5S-(5α,5aα,6aα,12baα,12cα)]-5-dimethylamino-1,5,5a,6,6a,7,12,12a,12b,12c-decahydro-4,7,11,12b,12c-pentahydroxy-7-methyl-12-oxo-1,2-diazacyclopenta[de]naphthacene-3-carboxylic acid amide

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 3h; Heating;A 68%
B 6%
2981-10-4

1-(cyclohex-1-en-1-yl)piperidine

64-75-5

tetracycline hydrochloride

(4S,4aS,5aS,6S,12aS)-4-Dimethylamino-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxylic acid cyclohex-1-enylamide

Conditions
ConditionsYield
In N,N-dimethyl-formamide Ambient temperature;
1125-99-1

1-(1-Cyclohexen-1-yl)pyrrolidine

64-75-5

tetracycline hydrochloride

(4S,4aS,5aS,6S,12aS)-4-Dimethylamino-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxylic acid cyclohex-1-enylamide

Conditions
ConditionsYield
In N,N-dimethyl-formamide Ambient temperature;
670-80-4

4-cyclohexen-1-ylmorpholine

64-75-5

tetracycline hydrochloride

(4S,4aS,5aS,6S,12aS)-4-Dimethylamino-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxylic acid cyclohex-1-enylamide

Conditions
ConditionsYield
In N,N-dimethyl-formamide Ambient temperature;
19353-04-9

1-cyclohept-1-enyl-piperidine

64-75-5

tetracycline hydrochloride

(4S,4aS,5aS,6S,12aS)-4-Dimethylamino-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxylic acid cyclohept-1-enylamide

Conditions
ConditionsYield
In N,N-dimethyl-formamide Ambient temperature;
With N,N-dimethyl-formamide
101471-70-9

1-(1-cycloocten-1-yl)piperidine

64-75-5

tetracycline hydrochloride

(4S,4aS,5aS,6S,12aS)-4-Dimethylamino-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxylic acid ((E)-cyclooct-1-enyl)amide

Conditions
ConditionsYield
With N,N-dimethyl-formamide
24273-55-0

1-cyclooct-1-enyl-piperidine

64-75-5

tetracycline hydrochloride

(4S,4aS,5aS,6S,12aS)-4-Dimethylamino-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxylic acid ((E)-cyclooct-1-enyl)amide

Conditions
ConditionsYield
In N,N-dimethyl-formamide Ambient temperature;
64-75-5

tetracycline hydrochloride

1-(6-Ethyl-3,4-dihydro-naphthalen-2-yl)-piperidine

(4S,4aS,5aS,6S,12aS)-4-Dimethylamino-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxylic acid (6-ethyl-3,4-dihydro-naphthalen-2-yl)-amide

Conditions
ConditionsYield
In N,N-dimethyl-formamide
With N,N-dimethyl-formamide
64-75-5

tetracycline hydrochloride

4-epitetracycline, anhydrotetracycline, 4-epianhydrotetracycline

4-epitetracycline, anhydrotetracycline, 4-epianhydrotetracycline

Conditions
ConditionsYield
With iron(II) sulfate In methanol Product distribution; Irradiation; other salts, addition of EDTA; stability tested; microbiological activity;
64-75-5

tetracycline hydrochloride

A

(6S)-(2bα,6a,6aα,7aα)1-6-dimethylamino-1,2b,3,6,6a,7,7a,8-octahydro-2b,5,8,12-tetrahydroxy-8-methyl-3-oxo-1,2-diaza-cyclopenta[fg]naphthacene-4-carboxylic acid amide

B

[5S-(5α,5aα,6aα,12bα,12cα)]-5-dimethylamino-1,5,5a,6,6a,7,12,12a,12b,12c-decahydro-4,7,11,12b,12c-pentahydroxy-7-methyl-12-oxo-1,2-diaza-cyclopenta[de]-naphthacene-3-carboxylic acid amide

Conditions
ConditionsYield
Stage #1: tetracycline hydrochloride With hydrazine In ethanol for 3h; Heating / reflux;
Stage #2: With acetic acid In water
Stage #3: With triethylamine In water
27384-95-8

1-((Z)-1-ethyl-propenyl)-piperidine

64-75-5

tetracycline hydrochloride

A

N-(1-ethyl-1-propenyl)tetracycline

N-(1-ethyl-1-propenyl)tetracycline

B

6091-44-7

piperidine hydrochloride

Conditions
ConditionsYield
In N-methyl-acetamide
In N-methyl-acetamide
64-75-5

tetracycline hydrochloride

60-54-8

TETRACYCLINE

Conditions
ConditionsYield
In water pH=9; pH-value; Cooling;
79-41-4

poly(methacrylic acid)

64-75-5

tetracycline hydrochloride

tetracycline methacrylate

Conditions
ConditionsYield
With lipase at 45℃; for 10h;
64-75-5

tetracycline hydrochloride

124-38-9

carbon dioxide

Conditions
ConditionsYield
With Ag2O/g-C3N4 for 3h; Kinetics; Reagent/catalyst; Irradiation;
With BiOCl/Bi2Ti2O7 nanocomposite In water for 1h; Mechanism; Kinetics; Reagent/catalyst; Irradiation;
With 10 wt% g-C3N4/BiOCl0.5Br0.5 heterojunction composite Reagent/catalyst; Irradiation;
137-08-6

calcium (R)-pantothenate

64-75-5

tetracycline hydrochloride

tetracycline mono-pantothenate

Conditions
ConditionsYield
In ethanol; water Solvent;
64-75-5

tetracycline hydrochloride

C9H12O6

Conditions
ConditionsYield
With sodium nitrite In water Kinetics; Reagent/catalyst; Irradiation;
64-75-5

tetracycline hydrochloride

A

124-38-9

carbon dioxide

B

7732-18-5

water

Conditions
ConditionsYield
With 2D Ti3C2 electron harvester anchors on 2D graphitic carbon nitride for 2h; Kinetics; Reagent/catalyst; Wavelength; Irradiation;
64-75-5

tetracycline hydrochloride

A

C19H18O8

B

C19H16O6

C

C17H18O6

D

C14H14O5

Conditions
ConditionsYield
With gallium oxide Catalytic behavior; Kinetics; Mechanism; Reagent/catalyst; UV-irradiation;
Raw Materials
60-54-8
Downstream Products
60-54-8
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    AFINE CHEMICALS LIMITED is specialized in the fine chemicals and pharmaceuticals and we have enjoyed great popularity in world markets. Since 2005, we have been rapidly growing to

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     China (Mainland)  |  Contact Details

    Business Type:Lab/Research institutions

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    Address:No. 206 Zhen Hua Road, Hangzhou 310030, Zhejiang, China

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    Business Type:Other

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    Address:Rm A606, Fuyi Center, jianqiao street, Jianggan Area

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    Business Type:Trading Company

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    Address:Wuhan

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    Established in 2015, Salus Nutra Inc is a professional company specializing in natural plant extracts,collagen and protease field in scientific research,development,producing and m

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  • Manufacturer high quality Tetracycline hydrochloride

  • Casno:

    64-75-5

    Manufacturer high quality Tetracycline hydrochloride

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Tetracycline hydrochloride is an organic compound with the formula C22H24N2O8.HCl. The systematic name of this chemical is (4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride (1:1). With the CAS registry number 64-75-5, it is also named as 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, (4S,4aS,5aS,6S,12aS)-, hydrochloride (1:1). The product's categories are Active Pharmaceutical Ingredients; Antibiotics for Research and Experimental Use; Biochemistry; Others (Antibiotics for Research and Experimental Use); Antibiotic Explorer; TA - TEAntibiotics; Tetracyclines Antibiotics; Bacteriostatic Antibiotics; Chemical Structure; L - ZAlphabetic; Principle; TetracyclinesMore...Close...; Antibacterial; Antibiotics; Interferes with Protein Synthesis Spectrum of Activity;L - ZAntibiotics; Mechanism of Action; Antibiotics T-ZAntibiotics; Antibiotics Antibiotics; Antibiotics Research Essentials; Antibiotics A to; Antibiotics by Application; Cell Culture; Chemical Structure Class; Core Bioreagents; Genetic Marker Selection Antibiotics; Reagents and Supplements; Tetracyclines; Research Essentials. Besides, it is a yellow crystalline powder, which is a broad-spectrum polyketide antibiotic produced by the streptomyces genus of actinobacteria.

Physical properties about Tetracycline hydrochloride are:
(1)# of Rule of 5 Violations: 2; (2)ACD/LogD (pH 5.5): -4; (3)ACD/LogD (pH 7.4): -4; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 10; (9)#H bond donors: 7; (10)#Freely Rotating Bonds: 7; (11)Polar Surface Area: 181.62 Å2; (12)Flash Point: 437.3 °C; (13)Enthalpy of Vaporization: 121.9 kJ/mol; (14)Boiling Point: 799.4 °C at 760 mmHg; (15)Vapour Pressure: 5.82E-27 mmHg at 25°C.


Safety information of Tetracycline hydrochloride:
When you are using this chemical, please be cautious about it as the following:It is harmful by inhalation, in contact with skin and if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: Cl.CN(C)[C@@H]2C(\O)=C(\C(N)=O)C(=O)[C@@]3(O)C(/O)=C4/C(=O)c1c(cccc1O)[C@@](C)(O)[C@H]4C[C@@H]23
(2)InChI: InChI=1/C22H24N2O8.ClH/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28;/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30);1H/t9-,10-,15-,21+,22-;/m0./s1
(3)InChIKey: XMEVHPAGJVLHIG-FMZCEJRJBJ
(4)Std. InChI: InChI=1S/C22H24N2O8.ClH/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28;/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30);1H/t9-,10-,15-,21+,22-;/m0./s1
(5)Std. InChIKey: XMEVHPAGJVLHIG-FMZCEJRJSA-N

The toxicity data of Tetracycline hydrochloride is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 200mg/kg/7D-I (200mg/kg) SENSE ORGANS AND SPECIAL SENSES: CHANGE IN FUNCTION: TASTE Clinical Pharmacy. Vol. 4, Pg. 455, 1985.
mouse LD50 intraperitoneal 368mg/kg (368mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 16, Pg. 33, 1964.
mouse LD50 intravenous 157mg/kg (157mg/kg)   Farmaco, Edizione Scientifica. Vol. 10, Pg. 197, 1955.
mouse LD50 oral 2759mg/kg (2759mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 16, Pg. 33, 1964.
mouse LD50 unreported 105mg/kg (105mg/kg)   "Evaluation of Embryotoxicity, Mutagenicity and Carcinogenicity Risks In New Drugs, Proceedings of the Symposium on Toxicological Testing for Safety of New Drugs, 3rd, Prague, 1976," Benesova, O., et al., eds., Prague, Czechoslovakia, Univerzita Karlova, 1979Vol. -, Pg. 55, 1979.
rabbit LDLo intrapleural 35mg/kg (35mg/kg) LUNGS, THORAX, OR RESPIRATION: FIBROSIS (INTERSTITIAL)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Lung. Vol. 174, Pg. 373, 1996.
rat LD50 intraperitoneal 318mg/kg (318mg/kg)   Gendai no Rinsho. Vol. 2, Pg. 26, 1968.
rat LD50 intravenous 128mg/kg (128mg/kg)   Farmaco, Edizione Scientifica. Vol. 10, Pg. 197, 1955.
rat LD50 oral 6443mg/kg (6443mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LD50 subcutaneous 700mg/kg (700mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" Toxicology and Applied Pharmacology. Vol. 9, Pg. 445, 1966.