rolipram

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Names

[ CAS No. ]:
61413-54-5

[ Name ]:
rolipram

[Synonym ]:
4-[3-(Cyclopentyloxy)-4-methoxyphenyl]pyrrolidin-2-one
(R,S)-Rolipram
4-(3-cyclopentyloxy-4-methoxy-phenyl)-pyrrolidin-2-one
(±)-Rolipram
Adeo
[3H]-Rolipram
Rolipram
2-Pyrrolidinone, 4-[3-(cyclopentyloxy)-4-methoxyphenyl]-
4-(3-cyclopentyloxy-4-methoxyphenyl)pyrrolidin-2-one
4-[3-(Cyclopentyloxy)-4-methoxyphenyl]-2-pyrrolidinone
EINECS 262-771-1
Rolipramum [Latin]
T5MVTJ DR DO1 CO- AL6TJ
MFCD00270906

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
472.7±45.0 °C at 760 mmHg

[ Melting Point ]:
127-133ºC

[ Molecular Formula ]:
C16H21NO3

[ Molecular Weight ]:
275.343

[ Flash Point ]:
239.7±28.7 °C

[ Exact Mass ]:
275.152130

[ PSA ]:
47.56000

[ LogP ]:
1.43

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.552

[ Storage condition ]:
0-6°C

[ Water Solubility ]:
H2O: 0.2 mg/mL

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UY5749237
CHEMICAL NAME :
2-Pyrrolidinone, 4-(3-(cyclopentyloxy)-4-methoxyphenyl)-
CAS REGISTRY NUMBER :
61413-54-5
LAST UPDATED :
199806
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C16-H21-N-O3
MOLECULAR WEIGHT :
275.38

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
BPBLEO Biological and Pharmaceutical Bulletin. (Pharmaceutical Society of Japan, 2-12-15-201 Shibuya Shibuya-ku, Tokyo 150, Japan) V.16- 1993- Volume(issue)/page/year: 17,498,1994 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1400 mg/kg/14D-I
TOXIC EFFECTS :
Cardiac - other changes Gastrointestinal - changes in structure or function of salivary glands Liver - hepatitis (hepatocellular necrosis), zonal
REFERENCE :
PHTOEH Pharmacology and Toxicology (Copenhagen). (Munksgaard International Pub., POB 2148, DK-1016 Copenhagen K, Denmark) V.60- 1987- Volume(issue)/page/year: 78,44,1996
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
364 mg/kg/26W-I
TOXIC EFFECTS :
Kidney, Ureter, Bladder - urine volume increased Blood - pigmented or nucleated red blood cells Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 31,1465,1997
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Primate - monkey
DOSE/DURATION :
910 mg/kg/26W-I
TOXIC EFFECTS :
Gastrointestinal - changes in structure or function of salivary glands Gastrointestinal - nausea or vomiting
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 31,1527,1997
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Primate - monkey
DOSE/DURATION :
448 mg/kg/4W-I
TOXIC EFFECTS :
Behavioral - coma Gastrointestinal - nausea or vomiting Related to Chronic Data - death
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 31,1491,1997

Safety Information

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

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
UN 3249

[ WGK Germany ]:
3

[ RTECS ]:
UY5749237

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
2933790090

Synthetic Route

Precursor & DownStream

Precursor

  • tert-Butyl (+/-)-4-(3-cyclopentyloxy-4-methoxyphenyl)-pyrrolidin-2-one-1-carboxylate
  • methyl 3-(3-cyclopentyloxy-4-methoxyphenyl)-4-nitrobutanoate
  • 1-benzyl-4-(3-(cyclopentyloxy)-4-methoxyphenyl)-1,5-dihydro-2H-pyrrol-2-one
  • Methanol
  • 4-BROMO-2-(CYCLOPENTYLOXY)-1-METHOXYBENZENE
  • [2-(3-cyclopentyloxy-4-methoxyphenyl)ethyl]-(2,4,6-trimethylbenzyl)amine

DownStream

  • (R)-(-)-Rolipram
  • S-(+)-Rolipram

Customs

[ HS Code ]: 2933790090

[ Summary ]:
2933790090. other lactams. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:9.0%. General tariff:20.0%

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Related Compounds

  • (+)-rolipram
  • (-)-rolipram
  • (-Desmethyl-Rolipram
  • (+)-Desmethyl-Rolipram
  • (-)-Desmethyl-Rolipram
  • 3-{[2-(4-Fluorophenyl)-4-hydroxypyrrolidin-1-yl]sulfonyl}pyridine-2-carbonitrile
  • 3-[2-(3-Fluorophenyl)-4-hydroxypyrrolidin-1-yl]sulfonylpyridine-2-carbonitrile
  • (4Z,7Z,11E,13Z,16Z,19Z)-10-hydroperoxydocosahexaenoic acid
  • 2-methyl-4,5-dihydro-1H-pyrrole-3-carboxylic acid
  • 2-Fluoro-3-trifluoromethanesulfonylpyridine
  • 4-[4-(Bromodifluoromethyl)phenyl]pyridine
  • 6-Amino-3-chloro-1-benzofuran-2-carboxylic acid
  • 6-Bromo-5-fluoro-N4-methylquinoline-3,4-diamine
  • 5-Bromo-3-methanesulfonyl-1-benzofuran-2-carboxylic acid
  • 3-(Methylsulfanyl)-6-nitro-1-benzofuran-2-carboxylic acid
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