CAS Number81098-60-4
SynonymsCisapride; MFCD03305346; 4-Amino-5-chloro-N-{1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl}-2-methoxybenzamide; prepulsid; EINECS 279-689-7; Risamol; ACENALIN; 4-amino-5-chloro-N-{1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl}-2-methoxybenzamide; Alimix; 4-Amino-5-chlor-N-{1-[3-(4-fluorphenoxy)propyl]-3-methoxypiperidin-4-yl}-2-methoxybenzolcarboxamid; CIPRIL; propulsid; Risamal
Molecular FormulaC23H29O4N3Cl1F1
Molecular Weight465.95
Purity98%
Density1.3±0.1 g/cm3
Boiling Point605.4±55.0 °C at 760 mmHg
Melting Point107 - 111ºC
AppearanceWhite to slightly beige powder
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 81098-60-4 |
| Catalog No. | 2A-9005155 |
| Chinese Name | 西沙必利 |
| Synonyms | Cisapride; MFCD03305346; 4-Amino-5-chloro-N-{1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl}-2-methoxybenzamide; prepulsid; EINECS 279-689-7; Risamol; ACENALIN; 4-amino-5-chloro-N-{1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl}-2-methoxybenzamide; Alimix; 4-Amino-5-chlor-N-{1-[3-(4-fluorphenoxy)propyl]-3-methoxypiperidin-4-yl}-2-methoxybenzolcarboxamid; CIPRIL; propulsid; Risamal |
| Molecular Formula | C23H29O4N3Cl1F1 |
| Molecular Weight | 465.95 |
| Purity | 98 |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 605.4±55.0 °C at 760 mmHg |
| Melting Point | 107 - 111ºC |
| Appearance | White to slightly beige powder |
| Water Solubility | DMSO: ~30 mg/mL |
| Storage Condition | Closed, cool, dry place |
| Application | Cisapride (R 51619) is a 5-HT4 receptor agonist and hERG inhibitor. |
| HTC | 2942000000 |
| MDL Number | MFCD18781876 |
| SMILES | COc1cc(N)c(Cl)cc1C(=O)NC1CCN(CCCOc2ccc(F)cc2)CC1OC |
| InChI | InChI=1S/C23H29ClFN3O4/c1-30-21-13-19(26)18(24)12-17(21)23(29)27-20-8-10-28(14-22(20)31-2)9-3-11-32-16-6-4-15(25)5-7-16/h4-7,12-13,20,22H,3,8-11,14,26H2,1-2H3,(H,27,29) |
| InChI Key | DCSUBABJRXZOMT-RBBKRZOGSA-N |
| MSDS | msds/5155_1_81098_60_4.pdf |
| Use of | Properties Name cisapride Synonym More Synonyms Cisapride Biological Activity Related Catalog Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor Research Areas >> Neurological Disease References [1]. Toga, T., Y. Kohmura, and R. Kawatsu, The 5-HT(4) agonists cisapride, mosapride, and CJ-033466, a Novel potent compound, exhibit different human ether-a-go-go-related gene (hERG)-blocking activities. J Pharmacol Sci, 2007. 105(2): p. 207-10. [2]. Sung, K.W. and S.J. Hahn, Effect of mosapride on Kv4.3 potassium channels expressed in CHO cells. Naunyn Schmiedebergs Arch Pharmacol, 2013. 386(10): p. 905-16. [3]. Mine, Y, et al. Comparison of effect of mosapride citrate and existing 5-HT4 receptor agonists on gastrointestinal motility in vivo and in vitro. J Pharmacol Exp Ther, 1997. 283(3): p. 1000-8. [4]. Motavallian, A, et al., Does Cisapride, as a 5HT(4) Receptor Agonist, Aggravate the Severity of TNBS-Induced Colitis in Rat. Gastroenterol Res Pract, 2012. 2012: p. 362536. Chemical & Physical Properties Exact Mass 465.183075 PSA 86.05000 Index of Refraction 1.593 InChIKey DCSUBABJRXZOMT-RBBKRZOGSA-N Storage condition Store at RT Toxicological Information CHEMICAL IDENTIFICATION RTECS NUMBER : CHEMICAL NAME : Benzamide, 4-amino-5-chloro-N-(1-(3-(4-fluorophenoxy)propyl)-3-m ethoxy-4-piperidinyl) -2- methoxy-, monohydrate, cis- CAS REGISTRY NUMBER : 81098-60-4 LAST UPDATED : DATA ITEMS CITED : MOLECULAR FORMULA : C23-H29-Cl-F-N3-O4.H2-O MOLECULAR WEIGHT : HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Human - woman DOSE/DURATION : 400 ug/kg/2D-I TOXIC EFFECTS : Kidney, Ureter, Bladder - other changes REFERENCE : MJAUAJ Medical Journal of Australia. (Australasian Medical Pub. Co. Ltd., 71-79 Arundel St., Glebe, N.S.W., Australia) V.1- 1914- Volume(issue)/page/year: 160,579,1994 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Human - woman DOSE/DURATION : TOXIC EFFECTS : Kidney, Ureter, Bladder - urine volume increased REFERENCE : MJAUAJ Medical Journal of Australia. (Australasian Medical Pub. Co. Ltd., 71-79 Arundel St., Glebe, N.S.W., Australia) V.1- 1914- Volume(issue)/page/year: 160,579,1994 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : SPECIES OBSERVED : Rodent - rat DOSE/DURATION : TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - ptosis Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - other changes REFERENCE : IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 19,599,1988 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - ptosis Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - other changes REFERENCE : IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 19,599,1988 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - ptosis Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - other changes REFERENCE : IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 19,599,1988 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 27400 ug/kg TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - ptosis Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - other changes REFERENCE : IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 19,599,1988 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - ptosis Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - other changes REFERENCE : IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 19,599,1988 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - ptosis Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - other changes REFERENCE : IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 19,599,1988 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - ptosis Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - other changes REFERENCE : IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 19,599,1988 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 32200 ug/kg TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - ptosis Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - other changes REFERENCE : IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 19,599,1988 ** OTHER MULTIPLE DOSE TOXICITY DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : SPECIES OBSERVED : Rodent - rat DOSE/DURATION : TOXIC EFFECTS : Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Related to Chronic Data - death Related to Chronic Data - changes in uterine weight REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 35,85,1988 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : SPECIES OBSERVED : Rodent - rat DOSE/DURATION : TOXIC EFFECTS : Liver - changes in liver weight Blood - pigmented or nucleated red blood cells Related to Chronic Data - changes in ovarian weight REFERENCE : IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 19,599,1988 Safety Information Hazard Codes Xi:Irritant Risk Phrases R41 Safety Phrases S26-S39 WGK Germany 2 RTECS CU9372000 HS Code 2942000000 Synthetic Route 503433-37-2 4-amino-5-chlor... 150007-96-8 81098-60-4 Literature: Davies, Stephen G.; Huckvale, Rosemary; Lee, James A.; Lorkin, Thomas J.A.; Roberts, Paul M.; Thomson, James E. Tetrahedron, 2012 , vol. 68, # 15 p. 3263 - 3275 4-Amino-5-Chlor... 503433-37-2 81098-60-4 Literature: Tetrahedron Asymmetry, , vol. 22, # 14-15 p. 1591 - 1593 tert-butyl (E)-... 1345718-94-6 81098-60-4 Literature: Tetrahedron Asymmetry, , vol. 22, # 14-15 p. 1591 - 1593 Precursor & DownStream Precursor 8 CAS#:503433-37-2 CAS#:150007-96-8 4-amino-5-chlor... CAS#:7206-70-4 4-Amino-5-Chlor... CAS#:1345718-94-6 tert-butyl (E)-... DownStream 0 |
| Transport Info | Product Name: Cisapride |
| Related Products in Specialty Chemicals | ||
|---|---|---|
| 4-Amino-4'-nitrodiphenyl sulfide | 101-59-7 | 2A-9005149 |
| 4-Amino-5-(ethylsulfonyl)-2-methoxybenzoic acid | 71675-87-1 | 2A-9005150 |
| 4-Amino-5-chloro-2,3-dimethoxy-N-(piperidin-4-yl)benzamide | 2A-105152 | 2A-9005152 |
| 4-Amino-5-chloro-2-ethoxybenzoic acid | 108282-38-8 | 2A-9005153 |
| 4-Amino-5-chloro-2-methoxybenzoic acid | 7206-70-4 | 2A-9005154 |
| 4-Amino-5-methoxy-2-methyl-N-methylbenzenesulfonamide | 49564-57-0 | 2A-9005158 |
| 4-Aminobenzamidine dihydrochloride | 2498-50-2 | 2A-9005165 |
| 4-Aminobenzanilide | 17625-83-1 | 2A-9005166 |
| 4-Aminobenzenethiol | 1193-02-8 | 2A-9005167 |
| 4-Aminobenzo-15-crown-5 hydrochloride | 111076-66-5 | 2A-9005168 |
| Browse all Specialty Chemicals products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA
EN
SDS