ANHYDROTETRACYCLINE HYDROCHLORIDE

Product Name: ANHYDROTETRACYCLINE HYDROCHLORIDE
CAS No.: 13803-65-1
Chemical Name: ANHYDROTETRACYCLINE HYDROCHLORIDE
Synonyms: AnhydrotetracyclineHCl;Tetracycline Anhydro HCl;Aureomycin EP impurity J;Anhydrotetracycline HCl, EvoPure;ANHYDROTETRACYCLINE HYDROCHLORIDE;Anhydrotetracycline hydrochloride RS;Anhydrotetracycline hydrochloride CRS;5A,6-ANHYDROTETRACYCLINEHYDROCHLORIDE;Anhydrotetracycline hydrochloride ,97%;C10258000 AnhydrotetracyclinEHydrochloride
CBNumber: CB7438626
Molecular Formula: C22H23ClN2O7
Formula Weight: 462.88
MOL File: 13803-65-1.mol

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ANHYDROTETRACYCLINE HYDROCHLORIDE Property

Melting point:: 223 °C
RTECS: QI7860000
storage temp.: Refrigerator
solubility: Soluble in ethanol, DMSO, or DMF
form: Powder
color: Yellow to bright yellow
Sensitive: Moisture Sensitive
BRN: 4228856
Stability:: Hygroscopic
EPA Substance Registry System: 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-, hydrochloride (1:1), (4S,4aS,12aS)- (13803-65-1)

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Safety

Hazard Codes: Xn
Risk Statements: 63-36
Safety Statements: 36/37/39-26
WGK Germany: 3
HS Code: 29413020

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H319Causes serious eye irritation

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

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

P308+P313IF exposed or concerned: Get medical advice/attention.

P403Store in a well-ventilated place.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: PHR3175
Product name: Anhydrotetracycline Hydrochloride
Purity: pharmaceutical secondary standard, certified reference material
Packaging: 50MG
Price: $521.55
Updated: 2025/07/31

Sigma-Aldrich

Product number: A1200000
Product name: Anhydrotetracycline hydrochloride
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: 25 mg
Price: $236
Updated: 2025/07/31

Sigma-Aldrich

Product number: 94664
Product name: Anhydrotetracycline hydrochloride
Purity: certified reference material, TraceCERT
Packaging: 10mg
Price: $302
Updated: 2025/07/31

Sigma-Aldrich

Product number: 37919
Product name: Anhydrotetracycline hydrochloride
Purity: VETRANAL?, analytical standard
Packaging: 100mg
Price: $262
Updated: 2025/07/31

Sigma-Aldrich

Product number: 1035708
Product name: Anhydrotetracycline hydrochloride
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 25mg
Price: $1180
Updated: 2025/07/31

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ANHYDROTETRACYCLINE HYDROCHLORIDE Chemical Properties,Usage,Production

Description

The tetracycline repressor (TetR) is a transcriptional regulator which normally binds tightly to its palindromic tetO operator DNA, blocking gene expression. Tet causes the repressor to dissociate from the DNA, allowing transcription to occur. A novel reverse TetR (revTetR) requires tetracycline as a co-repressor to bind tetO and block transcription. Anhydrotetracycline (hydrochloride) is a powerful effector in both the tetracycline repressor (TetR) and reverse TetR (revTetR) systems, binding the Tet repressor 35-fold more strongly than Tet. Moreover, anhydrotetracycline poorly binds the 30S ribosomal subunit, compared to Tet, so it does not act as a general inhibitor of translation and is a poor antibiotic. Perhaps related to this, the concentration of anhydrotetracycline that inhibits eukaryotic cell growth is more than a 1,000-fold above the dose that alters transcription through TetR.

Chemical Properties

yellow to bright yellow powder

Uses

A Tetracycline derivative exhibiting no antibiotic activity, a useful effector of tetracycline-dependent gene expression in bacterial expression systems.

Uses

Anhydrotetracycline is a degradation product of tetracycline, formed by dehydration at the C6 position under acidic conditions to aromatise the B ring. Anhydrotetracycline is an important standard for monitoring tetracycline stability. Although the degradation is associated with a loss of antibiotic activity, anhydrotetracycline is considered biologically active and is thought responsible for aspects of tetracycline toxicity.

Uses

Anhydrotetracycline hydrochloride is a salt of a degradation product of tetracycline, formed by dehydration at the C6 position under acidic conditions to aromatise the B ring. Anhydrotetracycline is an important standard for monitoring tetracycline stability. Although the degradation is associated with a loss of antibiotic activity, anhydrotetracycline is considered biologically active and is thought responsible for aspects of tetracycline toxicity.

IC 50

Tetracycline

References

[1] M GOSSEN H B. Anhydrotetracycline, a novel effector for tetracycline controlled gene expression systems in eukaryotic cells.[J]. Nucleic Acids Research, 1993, 21 18: 4411-4412. DOI: 10.1093/nar/21.18.4411
[2] B RASMUSSEN. Molecular basis of tetracycline action: identification of analogs whose primary target is not the bacterial ribosome.[J]. Antimicrobial Agents and Chemotherapy, 1991, 35 11: 2306-2311. DOI: 10.1128/aac.35.11.2306

ANHYDROTETRACYCLINE HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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ANHYDROTETRACYCLINE HYDROCHLORIDE Suppliers

Belgium 1 Canada 1 China 111 France 1 Germany 3 India 5 Japan 1 Switzerland 1 United Kingdom 2 United States 15 Global 141

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13803-65-1, ANHYDROTETRACYCLINE HYDROCHLORIDERelated Search:

2-ACETYL-1-TETRALONE 2-Hydroxy-2-methylpropiophenone Naphthalen-2-ethanol 2-Methyl-1-tetralone L-ISOLEUCINOL HCL 1,2-DIMETHYLNAPHTHALENE 1,3-DIMETHYLNAPHTHALENE C-(1,2,3,4-TETRAHYDRO-NAPHTHALEN-2-YL)-METHYLAMINE 5-METHOXY-1-TETRALONE 2,3-DIMETHYLNAPHTHALENE 1'-HYDROXY-2'-ACETONAPHTHONE ANHYDROTETRACYCLINE HYDROCHLORIDE 4-EPI-ANHYDROTETRACYCLINE HYDROCHLORIDE Tetracycline 5-Methylnaphthalene-1-ol 1-O-TOLYL-BUTANE-1,3-DIONE 3-(NAPHTHALEN-2-YL)PROPAN-1-AMINE O-HYDROXYBENZOYLACETONE

ANHYDROTETRACYCLINE HYDROCHLORIDE

AnhydrotetracyclineHCl

Anhydrotetracycline hydrochloride, 'can be used as a secondary standard'

2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-, monohydrochloride, (4S,4aS,12aS)-

5A,6-ANHYDROTETRACYCLINEHYDROCHLORIDE

Anhydrotetracycline hydrochloride,'can be used as secondary standard.'

Anhydrotetracycline hydrochloride ,97%

(4S,4AS,12AS)-4-(DIMETHYLAMINO)-1,4,4A,5,12,12A-HEXAHYDRO-3,10,11,12A-TETRAHYDROXY-6-METHYL-1,12-DIOXO-2-NAPHTHACENECARBOXAMIDE MONOHYDROCHLORIDE

Lymecycline Impurity 3（Lymecycline EP Impurity C）

(4S,4aS,12aS)-4-(DiMethylaMino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-Methyl-1,12-dioxo-2-naphthacenecarboxaMide Hydrochloride

Anhydrotetracycline hydrochloride CRS

Tetracycline Anhydro HCl

Aureomycin EP impurity J

ANHYDROTETRACYCLINE HYDROCHLORIDE USP/EP/BP

Anhydrotetracycline HydrochlorideQ: What is Anhydrotetracycline Hydrochloride Q: What is the CAS Number of Anhydrotetracycline Hydrochloride Q: What is the storage condition of Anhydrotetracycline Hydrochloride Q: What are the applications of Anhydrotetracycline Hydrochloride

Anhydrotetracycline Hydrochloride ((4S ,4aS ,12aS )-4-(Dimethylamino)-3,10,11,12a-tetrahydroxy-6-me (1035708)

(4S,4aS,12aS)-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-1,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide (anhydrotetracycline)

Chlortetracycline Hydrochloride Impurity J as Hydrochloride

Chlortetracycline Hydrochloride EP Impurity J as Hydrochloride

Tetracycline Hydrochloride EP Impurity C as Hydrochloride

2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-,hydrochloride (1:1), (4S,4aS,12aS)-

Anhydrotetracycline HCl, EvoPure

Anhydrotetracycline hydrochloride in methanol

C10258000 AnhydrotetracyclinEHydrochloride

Tetracycline Hydrochloride Impurity C as Hydrochloride

Anhydrotetracycline hydrochloride, Tetracycline repressor

(4S,4aS,12aS)-4-(Dimethylamino)-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-1,4,4a,5,12,12a-hexahyd

Anhydrotetracycline hydrochloride, 10 mM in DMSO

TETRACYCLINE EP IMPURITY C (HCL) / ANHYDROTETRACYCLINE HYDROCHLORIDE

(4S,4aS,12aS)-4-(Dimethylamino)-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-1,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide Hydrochloride (Anhydrotetracycline Hydrochloride)

Anhydrotetracycline hydrochloride RS

13803-65-1

Drug Analogues

Intermediates & Fine Chemicals

Pharmaceuticals