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Methacycline

Also known as Metacycline, Rondomycin, Methylenecycline

CAS 914-00-1Formula C22H22N2O8Molar mass 442.42 g/molEC 213-017-5
Methacycline chemical structure, C22H22N2O8, CAS 914-00-1
2D chemical structure

Key facts

What buyers check first

CAS number
914-00-1
Formula
C22H22N2O8
Molar mass
442.42 g/mol
EC number
213-017-5
HS code
294130
Category
Antibiotics and anti-infectives

What is Methacycline?

Plain description, key identifiers and synonyms

Methacycline is a tetracycline that is the 6-methylene analogue of oxytetracycline, obtained by formal dehydration at position 6. It has a role as an antibacterial drug. It is a tertiary alpha-hydroxy ketone, a primary carboxamide and a member of tetracyclines.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(4S,4aR,5S,5aR,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methylidene-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
CAS number
914-00-1 CAS number cross-checked
EC number
213-017-5
Molecular formula
C22H22N2O8
UNII
IR235I7C5P
InChIKey
XIYOPDCBBDCGOE-IWVLMIASSA-N
InChI
InChI=1S/C22H22N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-6,10,14-15,17,25-27,30,32H,1H2,2-3H3,(H2,23,31)/t10-,14-,15+,17+,22+/m1/s1
Canonical SMILES
C=C1c2cccc(O)c2C(O)=C2C(=O)C3(O)C(O)=C(C(N)=O)C(=O)C(N(C)C)C3C(O)C12
Isomeric SMILES
CN(C)[C@H]1[C@@H]2[C@H]([C@@H]3C(=C)C4=C(C(=CC=C4)O)C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O

Synonyms

  • Metacycline
  • Rondomycin
  • Methylenecycline
  • Tri-methacycline
  • Methacyclinum
  • Metaciclina
  • Metacyclinum
  • 6-Methylene-5-hydroxytetracycline
  • 6-Methylene-5-oxytetracycline
  • 6-Methyleneoxytetracycline
  • 6-Deoxy-6-demethyl-6-methylene-5-oxytetracycline
  • Bialatan
  • 6-Demethyl-6-deoxy-5-hydroxy-6-methylenetetracycline
  • Methacycline base
  • (4S,4aR,5S,5aR,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methylidene-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
  • Metacycline (INN)
  • Methacycline amphoteric
  • MOTC
  • Methacycline (USAN)
  • 4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-2-naphthacenecarboxamide
  • Oxytetracycline, 6-methylene-
  • (4S,4aR,5S,5aR,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methylidene-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
  • (4S,4aR,5S,5aR,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
  • GS 2876
  • (4S,4aR,5S,5aR,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
Show all 28 synonyms
  • Doxycycline EP Impurity B
  • Doxycycline impurity b
  • 914-00-1(free base)

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
442.42 g/molcalc.
Exact mass
442.1376 Dacalc.
LogP (octanol/water)
-0.59calc.
Topological polar surface area
181.6 Ųcalc.
Hydrogen bond donors
6calc.
Hydrogen bond acceptors
9calc.
Rotatable bonds
2calc.
Heavy atoms
32calc.
Rings
4calc.
Aromatic rings
1calc.
Fraction sp3 carbons
0.32calc.
Formal charge
0calc.
Stereocentres
5calc.
Lipinski rule of five
Passes (1 violation)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, C=C1c2ccccc2C=C2C(=O)C3C=CC(=O)CC3CC12

C=C1c2ccccc2C=C2C(=O)C3C=CC(=O)CC3CC12

4 rings, 21 atoms.

14 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Methacycline suppliers

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All 3 suppliers

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Methacycline price

Indicative price range per kg from live supplier offers

No published prices right now

Suppliers quote this chemical on request. Send one free request and compare quotes side by side.

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Uses and applications

What the substance is used for, by industry and function

Use classes: Pharmaceuticals.

Roles

  • antibacterial agent
  • antibacterial drug
  • antiinfective agent
  • antimicrobial agent
  • antimicrobial drug
  • pharmaceutical

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Methacycline is traded under.

HS 2941.30Indicative HS code

Tetracyclines and their derivatives, salts thereof

World exports in 2024
$565M
+0.2% vs 2023, imports $539M
2019 to 2024
Top exporters
  1. China66.0%
  2. Italy10.7%
  3. Portugal7.2%
Top importers
  1. United States11.6%
  2. India * partner reported8.9%
  3. Italy7.7%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Methacycline is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Methacycline, based on the data on this page

What is Methacycline?

Methacycline is a tetracycline that is the 6-methylene analogue of oxytetracycline, obtained by formal dehydration at position 6. It has a role as an antibacterial drug. It is a tertiary alpha-hydroxy ketone, a primary carboxamide and a member of tetracyclines.

What is the CAS number of Methacycline?

The CAS registry number of Methacycline is 914-00-1.

What is the molecular formula and weight of Methacycline?

The molecular formula of Methacycline is C22H22N2O8 and its molar mass is 442.42 g/mol.

What is Methacycline used for?

Use classes: Pharmaceuticals.

Is Methacycline hazardous?

No GHS hazard classification for Methacycline is recorded on CompoundList yet. That does not prove it is safe. Always read the supplier safety data sheet.

What is the HS code of Methacycline?

Methacycline is usually classified under HS code 294130 (Tetracyclines and their derivatives, salts thereof). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Methacycline?

CompoundList lists 3 suppliers of Methacycline in Australia, India and United States. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Methacycline in India?

1 supplier in India list Methacycline on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Methacycline?

Suppliers quote Methacycline on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Methacycline

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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