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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;5A,6-ANHYDROTETRACYCLINEHYDROCHLORIDE;Anhydrotetracycline hydrochloride CRS;Anhydrotetracycline hydrochloride ,97%;ANHYDROTETRACYCLINE HYDROCHLORIDE USP/EP/BP;Lymecycline Impurity 3(Lymecycline EP Impurity C)
CBNumber:
CB7438626
Molecular Formula:
C22H23ClN2O7
Molecular Weight:
462.88
MDL Number:
MFCD00151453
MOL File:
13803-65-1.mol
MSDS File:
SDS
Last updated:2023-04-23 13:52:06

ANHYDROTETRACYCLINE HYDROCHLORIDE Properties

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
FDA UNII OVG14H105R
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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Warning
Hazard statements  H319-H361
Precautionary statements  P201-P202-P264b-P280i-P305+P351+P338-P308+P313-P403-P501c
Hazard Codes  Xn
Risk Statements  63-36
Safety Statements  36/37/39-26
WGK Germany  3
HS Code  29413020

ANHYDROTETRACYCLINE HYDROCHLORIDE price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR3175 Anhydrotetracycline Hydrochloride pharmaceutical secondary standard, certified reference material 13803-65-1 50MG $534 2024-03-01 Buy
Sigma-Aldrich 94664 Anhydrotetracycline hydrochloride certified reference material, TraceCERT 13803-65-1 10mg $296 2024-03-01 Buy
Sigma-Aldrich 37919 Anhydrotetracycline hydrochloride VETRANAL?, analytical standard 13803-65-1 100mg $257 2024-03-01 Buy
Sigma-Aldrich 1035708 Anhydrotetracycline hydrochloride United States Pharmacopeia (USP) Reference Standard 13803-65-1 25mg $1350 2024-03-01 Buy
Alfa Aesar J66688 Anhydrotetracycline hydrochloride 13803-65-1 10mg $66.2 2024-03-01 Buy
Product number Packaging Price Buy
PHR3175 50MG $534 Buy
94664 10mg $296 Buy
37919 100mg $257 Buy
1035708 25mg $1350 Buy
J66688 10mg $66.2 Buy

ANHYDROTETRACYCLINE HYDROCHLORIDE Chemical Properties,Uses,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

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

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

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.

ANHYDROTETRACYCLINE HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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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 (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 Lymecycline Impurity 3(Lymecycline EP Impurity C) 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 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 13803-65-1 Drug Analogues Intermediates & Fine Chemicals Pharmaceuticals