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490-79-9

490-79-9 structure
490-79-9 structure
  • Name: Gentisic acid
  • Chemical Name: 2,5-dihydroxybenzoic acid
  • CAS Number: 490-79-9
  • Molecular Formula: C7H6O4
  • Molecular Weight: 154.120
  • Catalog: Chemical reagent Organic reagent Aromatic acid
  • Create Date: 2018-08-09 23:36:29
  • Modify Date: 2024-01-02 19:53:36
  • 2,5-Dihydroxybenzoic acid is a derivative of benzoic and a powerful inhibitor of fibroblast growth factors.
Name 2,5-dihydroxybenzoic acid
Synonyms Benzoic acid,2,5-dihydroxy
Gentistic acid
Gensigon
2,5-dihydroxyphenylcarboxylic acid
2,5-DHBA,DHB,Gentisic acid
Gensigen
2,5-Dihydroxybenzoic acid
Gentisate
2,5-Dhba
Hydroquinonecarboxylic acid
Benzoic acid, 2,5-dihydroxy-
2,5-dihydroxybenzoate
5-Hydroxysalicylic acid
EINECS 207-718-5
2,5-Dioxybenzoic acid
5-hydroxy-Salicylic acid
MFCD00002460
2,5-Dihydroxy-benzoic acid
gentisic acid
3,6-Dihydroxybenzoic Acid
2,5-dihydroxy benzoic acid
Carboxyhydroquinone
DHB
Mesalazine Impurity 7
Description 2,5-Dihydroxybenzoic acid is a derivative of benzoic and a powerful inhibitor of fibroblast growth factors.
Related Catalog
Target

Human Endogenous Metabolite

Fibroblast growth factor
In Vitro 2,5-Dihydroxybenzoic acid (Gentisic acid) is a derivative of benzoic and a minor product of the metabolic break down of aspirin[1]. 2,5-Dihydroxybenzoic acid is also a component of many traditional liquors and herbal remedies, is singled out as a powerful inhibitor of fibroblast growth factors. 2,5-Dihydroxybenzoic acid is used as a lead to identify additional compounds with better inhibitory characteristics generating a new chemical class of fibroblast growth factor inhibitors that includes the agent responsible for alkaptonuria. Through low and high resolution approaches, using representative members of the fibroblast growth factor family and their cell receptors, it is shown that this class of inhibitors may employ two different mechanisms to interfere with the assembly of the signaling complexes that trigger fibroblast growth factor-driven mitogenesis[2].
In Vivo It is verified from in vivo disease models that this group of inhibitors (e.g., 2,5-Dihydroxybenzoic acid) may be of interest to treat cancer and angiogenesis-dependent diseases[2].
References

[1]. Levy G, et al. Salicylate accumulation kinetics in man. N Engl J Med. 1972 Aug 31;287(9):430-2.

[2]. IS Fernández, et al. Gentisic acid, a compound associated with plant defense and a metabolite of aspirin, heads a new class of in vivo fibroblast growth factor inhibitors. Journal of Biological Chemistry , 2010, 285(15):11714-29.
Density 1.6±0.1 g/cm3
Boiling Point 406.9±35.0 °C at 760 mmHg
Melting Point 204-208 °C(lit.)
Molecular Formula C7H6O4
Molecular Weight 154.120
Flash Point 214.0±22.4 °C
Exact Mass 154.026611
PSA 77.76000
LogP 1.56
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.671
Water Solubility soluble

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LY3850000
CHEMICAL NAME :
Gentisic acid
CAS REGISTRY NUMBER :
490-79-9
BEILSTEIN REFERENCE NO. :
2209119
LAST UPDATED :
199701
DATA ITEMS CITED :
9
MOLECULAR FORMULA :
C7-H6-O4
MOLECULAR WEIGHT :
154.13
WISWESSER LINE NOTATION :
QVR BQ EQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
3 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
4500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
374 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
380 mg/kg
SEX/DURATION :
female 9 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
642 mg/kg
SEX/DURATION :
female 11 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Specific Developmental Abnormalities - musculoskeletal system

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Human Lymphocyte
DOSE/DURATION :
1 mmol/L
REFERENCE :
BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year: 29,1275,1980 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M2841 No. of Facilities: 22 (estimated) No. of Industries: 2 No. of Occupations: 2 No. of Employees: 38 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - M2841 No. of Facilities: 39 (estimated) No. of Industries: 2 No. of Occupations: 3 No. of Employees: 259 (estimated) No. of Female Employees: 60 (estimated)
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302-H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi:Irritant;
Risk Phrases R36/37/38
Safety Phrases S26-S36-S37/39
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS LY3850000
HS Code 29182990
HS Code 2918290000
Summary HS: 2918290000 other carboxylic acids with phenol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) VAT:17.0% MFN tariff:6.5% General tariff:30.0%

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