3-Methoxybenzamide

Modify Date: 2025-08-25 11:24:37

3-Methoxybenzamide Structure
3-Methoxybenzamide structure
Common Name 3-Methoxybenzamide
CAS Number 5813-86-5 Molecular Weight 151.163
Density 1.1±0.1 g/cm3 Boiling Point 280.0±23.0 °C at 760 mmHg
Molecular Formula C8H9NO2 Melting Point 132.5-135.5 °C(lit.)
MSDS Chinese USA Flash Point 146.8±18.9 °C

 Use of 3-Methoxybenzamide


3-Methoxybenzamide (3-MBA), an inhibitor of ADP-ribosyltransferase (ADPRTs) and PARP, inhibits cell division in Bacillus subtilis, leading to filamentation and eventually lysis of cells[1]. 3-Methoxybenzamide (3-MBA) enhances in vitro plant growth, microtuberization, and transformation efficiency of blue potato (Solanum tuberosum L. subsp. andigenum)[2].

 Names

Name 3-methoxybenzamide
Synonym More Synonyms

 3-Methoxybenzamide Biological Activity

Description 3-Methoxybenzamide (3-MBA), an inhibitor of ADP-ribosyltransferase (ADPRTs) and PARP, inhibits cell division in Bacillus subtilis, leading to filamentation and eventually lysis of cells[1]. 3-Methoxybenzamide (3-MBA) enhances in vitro plant growth, microtuberization, and transformation efficiency of blue potato (Solanum tuberosum L. subsp. andigenum)[2].
Related Catalog
In Vitro 3-Methoxybenzamide (0-30 mM) affects septation via the FtsZ system during both vegetative growth and sporulation[1]. 3-Methoxybenzamide (3 MB; 0.2 to 0.6 mM) significantly increaseS the growth and microtuber formation of in vitro propagated plants[2]. Cell Viability Assay[1] Cell Line: ftsZ mutant strains. Concentration: 0-30 mM. Incubation Time: 30℃ overnight. Result: Changes directly or indirectly the ability of ftsZ to bind or hydrolyze the guanine nucleotide, ultimately leading to the inhibition of Zring formation.
References

[1]. Y Ohashi, et al. The lethal effect of a benzamide derivative, 3-methoxybenzamide, can be suppressed by mutations within a cell division gene, ftsZ, in Bacillus subtilis. J Bacteriol. 1999 Feb;181(4):1348-51.

[2]. Venkateswari J. Chetty, et al. Poly (ADP-ribose) polymerase inhibitor 3-methoxybenzamide enhances in vitro plant growth, microtuberization, and transformation efficiency of blue potato (Solanum tuberosum L. subsp. andigenum). In Vitro Cellular & Developmental Biology - Plant (2020).

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 280.0±23.0 °C at 760 mmHg
Melting Point 132.5-135.5 °C(lit.)
Molecular Formula C8H9NO2
Molecular Weight 151.163
Flash Point 146.8±18.9 °C
Exact Mass 151.063324
PSA 52.32000
LogP 0.85
Vapour Pressure 0.0±0.6 mmHg at 25°C
Index of Refraction 1.546
InChIKey VKPLPDIMEREJJF-UHFFFAOYSA-N
SMILES COc1cccc(C(N)=O)c1

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CV5463333
CHEMICAL NAME :
Benzamide, 3-methoxy-
CAS REGISTRY NUMBER :
5813-86-5
BEILSTEIN REFERENCE NO. :
2206857
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C8-H9-N-O2
MOLECULAR WEIGHT :
151.18

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Mammal - species unspecified
DOSE/DURATION :
1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No.1- 1967- Volume(issue)/page/year: 28,335,1994

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS CV5463333
HS Code 2924299090

 Synthetic Route

 Customs

HS Code 2924299090
Summary 2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

 Articles25

More Articles
Characterization of the superinduction of the c-myc proto-oncogene in fibroblasts by benzamide derivatives.

Mol. Cell Biochem. 124(2) , 175-81, (1993)

In mouse fibroblasts stimulated from quiescence into proliferation by serum the induction of expression of the c-myc proto-oncogene is strongly stimulated by 3-methoxybenzamide. Similar superinduction...

Immunosuppressive activities of 6(5H)-phenanthridinone, a new poly(ADP-ribose)polymerase inhibitor.

Int. J. Immunopharmacol. 17(4) , 265-71, (1995)

6(5H)-phenanthridinone, a recently identified poly(ADP-ribose)polymerase (PARP) inhibitor, is able, at micromolar concentrations, to inhibit concanavalin A-induced lymphocyte proliferation and to pote...

Antibacterial alkoxybenzamide inhibitors of the essential bacterial cell division protein FtsZ.

Bioorg. Med. Chem. Lett. 19 , 524-7, (2009)

3-Methoxybenzamide is a weak inhibitor of the essential bacterial cell division protein FtsZ. Exploration of the structure-activity relationships of 3-methoxybenzamide analogues led to the identificat...

 Synonyms

3-Methoxybenzamide
MFCD00007986
3-Methoxy-benzoesaeure-amid
3-Methoxy-benzamid
3-methoxy-benzoic acid amide
m-anisamide
Benzamide, 3-methoxy-
Benzamide,3-methoxy
3-Methoxy-benzamide
EINECS 227-379-7
3-Methoxyphenylformamide
m-Methoxybenzamide
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