Hydrocortisone hemisuccinate

Names

[ Name ]:
Hydrocortisone hemisuccinate

[Synonym ]:
Hydrocortisone 21-he
MFCD00046256
saxizon
cortisol,hydrogensuccinate
cortisolsuccinate
Butanedioic acid, mono(11,17-dihydroxy-3,20-dioxopregn-4-en-21-yl) ester
hydrocortisone hemisuccinate ester
4-{[(11α)-11,17-Dihydroxy-3,20-dioxopregn-4-en-21-yl]oxy}-4-oxobutanoic acid
CORTISOL HEMISUCCINATE
Hydrocortisone hydrogen succinate
4-[(11,17-Dihydroxy-3,20-dioxopregn-4-en-21-yl)oxy]-4-oxobutanoic acid
Hydrocortisone hemisuccinate
EINECS 218-612-3
CORTISOL 21-HEMISUCCINATE
hydrocortisone-21-O-hemisuccinate
Hydrocortizone Succinate
Butanedioic acid, mono[(11α)-11,17-dihydroxy-3,20-dioxopregn-4-en-21-yl] ester
hydrocortisone21-hemisuccinate*freeacid
HYDROCORTISONE SUCCINATE

Biological Activity

[Description]:

Hydrocortisone hemisuccinate (Hydrocortisone 21-hemisuccinate), a physiological glucocorticoid, and is an orally active steroidal anti-inﬂammatory drug (SAID). Hydrocortisone hemisuccinate inhibits proinflammatory cytokine activity, with IC50s of 6.7 and 21.4 μM for IL-6 and IL-3, respectively. Hydrocortisone hemisuccinate can be used for the research of ulcerative colitis (UC)[1][2][3].

[Related Catalog]:

Research Areas >> Endocrinology

Signaling Pathways >> Immunology/Inflammation >> Interleukin Related

Research Areas >> Inflammation/Immunology

Research Areas >> Metabolic Disease

Signaling Pathways >> GPCR/G Protein >> Glucocorticoid Receptor

[Target]

IL-6:6.7 μM (IC50)

IL-3:21.4 μM (IC50)

[In Vitro]

Hydrocortisone hemisuccinate inhibits IL-6 and IL-3 bioactivity, with IC50s of 6.7 and 21.4 μM, respectively, and shows no cytotoxic effects on IL-6-independent MH60 cells[3]. Hydrocortisone hemisuccinate (0.12-60 μM; 72 h) inhibits phytohemagglutinin (PHA) response in peripheral lymphocytes (PBL) and T-lymphocytes cultures[3].

[In Vivo]

Hydrocortisone hemisuccinate (30 mg/kg; p.o. twice daily for 5 d) reduces the weight loss and increases the food intake in mice[2]. Animal Model: Male Sprague-Dawley rats (200-220 g, 10-11 weeks) are induced colitis[2] Dosage: 30 mg/kg Administration: P.o. twice daily for 5 days Result: Significantly decreased the disease activity index (DAI) scores and myeloperoxidase (MPO) activity compared to the 2, 4, 6-trinitrobenzenesulfonic acid (TNBS) group. Increased the body weight.

[References]

[1]. Kang BS, et, al. Inhibitory effects of anti-inflammatory drugs on interleukin-6 bioactivity. Biol Pharm Bull. 2001 Jun;24(6):701-3.

[2]. You YC, et, al. In vitro and in vivo application of pH-sensitive colon-targeting polysaccharide hydrogel used for ulcerative colitis therapy. Carbohydr Polym. 2015 Oct 5;130:243-53.

[3]. Langhoff E, et, al. The immunosuppressive potency in vitro of physiological and synthetic steroids on lymphocyte cultures. Int J Immunopharmacol. 1987;9(4):469-73.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
685.5±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₅H₃₄O₈

[ Molecular Weight ]:
462.533

[ Flash Point ]:
231.1±25.0 °C

[ Exact Mass ]:
462.225372

[ PSA ]:
138.20000

[ LogP ]:
2.13

[ Vapour Pressure ]:
0.0±4.8 mmHg at 25°C

[ Index of Refraction ]:
1.587

[ Storage condition ]:
−20°C

[ Water Solubility ]:
Practically insoluble in water, freely soluble in acetone and in anhydrous ethanol. It dissolves in dilute solutions of alkali carbonates and alkali hydroxides.

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TU5010147

CHEMICAL NAME :: Preg-4-ene-3,20-dione, 21-(3-carboxy-1-oxopropoxy)-11,17-dihydroxy-, (11-beta)-

CAS REGISTRY NUMBER :: 2203-97-6

LAST UPDATED :: 199504

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C25-H34-O8

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 4200 mg/kg/10W-C

TOXIC EFFECTS :: Immunological Including Allergic - decrease in humoral immune response

REFERENCE :: BECTA6 Bulletin of Environmental Contamination and Toxicology. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1966- Volume(issue)/page/year: 41,523,1988 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X4704 No. of Facilities: 114 (estimated) No. of Industries: 1 No. of Occupations: 5 No. of Employees: 16945 (estimated) No. of Female Employees: 15681 (estimated)

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
TU5010147

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Daily endogenous cortisol production and hydrocortisone pharmacokinetics in adult horses and neonatal foals.

Am. J. Vet. Res. 73(1) , 68-75, (2012)

To compare daily endogenous cortisol production rate and the pharmacokinetics of an i.v. bolus of hydrocortisone between neonatal foals and adult horses.10 healthy full-term 2- to 4-day-old foals and ...

The compatibility of a low concentration of hydrocortisone sodium succinate with selected drugs during a simulated Y-site administration.

Crit. Care Resusc. 15(1) , 63-6, (2013)

Bolus dose concentrations of hydrocortisone (50mg/mL) are reported to be incompatible with midazolam and ciprofloxacin in Y-site mixing studies. We evaluated the physical and chemical compatibility of...

Glucocorticoids decrease serum adiponectin level and WAT adiponectin mRNA expression in rats.

Steroids 75(12) , 853-8, (2010)

Accumulating evidence suggests that adiponectin plays an important role in the genesis of obesity and insulin resistance. Although it has been shown that glucocortocoids (GC) inhibit adiponectin expre...