Oxaceprol

Names

[ Name ]:
Oxaceprol

[Synonym ]:
AHP-200
trans-1-Acetyl-4-hydroxy-1-proline
Jonctum
(2S,4R)-1-acetyl-4-hydroxypyrrolidine-2-carboxylic acid
N-Acetyl-L-hydroxyproline
Oxaceprol
L-Proline, 1-acetyl-4-hydroxy-, (4R)-
(2S,4R)-N-acetyl-4-hydroxyproline
CO-61
trans-l-prolin
(4R)-1-Acetyl-4-hydroxy-L-proline
(2S,4R)-1-acetyl-4-hydroxy-2-pyrrolidinecarboxylic acid
MFCD00037339
(-)-1-Acetyl-4-hydroxy-L-proline
AC-HYDROXYPROLINE
Hyp4001Ac-Hyp-Oh
N-acetyl-trans-4-hydroxy-L-proline
EINECS 251-780-6
(2S,4R)-1-acetyl-4-hydroxy-proline
1-acetyl-trans-4-hydroxy-L-proline
N-AC-L-HYP
Ac-L-Hyp-OH
AC-HYP-OH
N-Acetyl-L-4-Hydroxyproline

Biological Activity

[Description]:

Oxaceprol is an anti-inflammatory drug used in the treatment of osteoarthritis. Oxaceprol markedly inhibited inflammatory cell infiltration and bone damage in the adjuvant-injected paw. oxaceprol was effective at inhibiting periarticular soft tissue inflammation.[1] IV Injection: 50mg/kg.[2]

[Related Catalog]:

Signaling Pathways >> Others >> Others

Natural Products >> Alkaloid

Research Areas >> Infection

[References]

[1]. Ionac M et al. Oxaceprol, an atypical inhibitor of inflammation and joint damage. Pharmacol Res, 1996 Jun, 33(6):367-73.

[2]. Harris A et al. Effects of oxaceprol on the microcirculation in ischemia/reperfusion injury. Eur J Med Res, 1998 Apr 8, 3(4):182-8.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
442.1±45.0 °C at 760 mmHg

[ Melting Point ]:
132-133 °C (dec.)(lit.)

[ Molecular Formula ]:
C₇H₁₁NO₄

[ Molecular Weight ]:
173.167

[ Flash Point ]:
221.2±28.7 °C

[ Exact Mass ]:
173.068802

[ PSA ]:
77.84000

[ LogP ]:
-2.04

[ Vapour Pressure ]:
0.0±2.4 mmHg at 25°C

[ Index of Refraction ]:
1.561

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS05

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H318

[ Precautionary Statements ]:
P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R41

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Oxaceprol, an atypical inhibitor of inflammation, reduces leukocyte adherence in mouse antigen-induced arthritis.

Acta Orthop. Scand. 72(3) , 293-8, (2001)

Oxaceprol (N-acetyl-L-hydroxyproline), an atypical inhibitor of inflammation, is an established drug forjoint disease without serious side-effects. Recent studies have emphasized that oxaceprol has an...

Determination of oxaceprol in rat plasma by LC-MS/MS and its application in a pharmacokinetic study.

J. Pharm. Biomed. Anal. 54(1) , 173-8, (2011)

A sensitive method for the quantification of oxaceprol in rat plasma using high-performance liquid chromatography-tandem mass spectrometry (LC-MS/MS) was developed. Sample pretreatment involved a simp...

[Assessment of the placebo effect of symptomatic slow-acting anti-arthritics].

Presse Med. 27(5) , 211-4, (1998)

Assess the importance of the mid-term placebo effect of symptomatic slow acting drugs given for osteoarthritis.We analyzed six controlled trials available in the literature. Trial duration ranged from...