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Last Loaded on Web: Thursday, May 01, 2008
The Merck Index OnlineSM is the online version of the monographs in the printed 13th Edition of The Merck Index (a U.S. publication, Whitehouse Station, N.J., USA), an internationally recognized, one-volume encyclopedia of chemicals, drugs, and biologicals. Each monograph in the encyclopedia (each record in the database) discusses a single chemical entity or a small group of very closely-related compounds. Updates contain material not yet available in print.
Records contain:
USE FILE 304to find concise descriptions of specific chemicals, drugs, or biologicals. USE NA= or /NAto locate a substance record by its systematic name, synonym, or brand name, particularly when you don't know which kind of name you have. EXPAND NA=ENALAPRIL SELECT PHENYLPROPYL/NAUSE MAP RN Tto create a SearchSave of the CAS®Registry Numbers for further searching in other chemistry files. USE MAP PN Tto create a SearchSave of cited patent numbers for further searching in patent databases. |
Records contain citations to and information from approximately 800 international chemical, biomedical,and clinical journals; patents issued by 30 countries; books; proceedings; and other standard reference works.
| Dates Covered: | Late 19th Century to the present |
|---|---|
| File Size: | 10,480 records as of October 2005 |
| Update Frequency: | Semi-Annual |
| ACRONYM | CATEGORY NAME |
|---|---|
| BRANDNMS | Brand Names |
| CASREGNO | CAS(R) Registry Numbers-Chemical and Medical Files |
| CHEMPROP | Chemical Properties |
| CHEMSUBS | Chemical Substances |
| DRUGDIR | Drug Directories |
| RNCHEM | CAS(R) Registry Numbers - Chemistry Files |
| RNLOOKUP | CAS(R) Registry Number Lookup |
| RNMED | CAS(R) Registry Numbers - Medical Files |
|
The Merck Index Online is produced by Merck & Co., Inc., Whitehouse Station, NJ, USA. Questions concerning file content should be directed to: Box 2000 Rahway, NJ 07065-0900
|
The Merck Index OnlineSM is a service mark of Merck & Co., Inc., Whitehouse Station, N.J., USA. The Merck Index copyright by Merck & Co. Inc., 2001. All rights reserved. Merck & Co. Inc. cannot be responsible for errors in publication or for any consequences arising from use of the information contained in The Merck Index Online. Reference to original sources is encouraged.
| DIALOG(R)File 304:The Merck Index Online(SM) | |
| (c) 2001,2003 MERCK & CO. INC. All rts. reserv. | |
| AN=,/MN,MN=,/DE,/NA,NA=,/MAIN | 03599 Monograph Name: Enalapril |
| RN= | CAS REGISTRY NUMBER: 75847-73-3 |
| MF=, MW= | MOLECULAR FORMULA: C20H28N2O5 MOLECULAR WEIGHT: 376.45 |
| MOLECULAR COMPOSITION: C 63.81%, H 7.50%, N 7.44%, O 21.25% | |
| /CN, CN=, /NA, NA=, /DE | C.A. CHEMICAL NAME(s): (S)-1-(N-(1-(Ethoxycarbonyl)-3-phenylpropyl)- |
| L-alanyl)-L-proline | |
| /SY, SY=, /NA, NA=, /DE | SYNONYMS: |
| 1-(N-((S)-1-carboxy-3-phenylpropyl)-L-alanyl)-L-proline 1'-ethyl ester | |
| /SO, SO= | LITERATURE REFERENCES: |
| Angiotensin-converting enzyme (ACE) inhibitor; de-esterified in | |
| vivo to its active diacid metabolite, enalaprilat, q.v. Prepn: A. | |
| A. Patchett et al., Nature 288, 280 (1980); eidem, Eur. pat. Appl. | |
| 12,401; E. E. Harris et al., U.S. pat. 4,374,829 (1980, 1983 both | |
| to Merck & Co.). Pharmacology: D. M. Gross et al., J. Pharmacol. | |
| Exp. Ther. 216, 552 (1981); C. S. Sweet et al., ibid. 558. | |
| Bioavailability and metabolism: E. H. Ulm, Drug Metab. Rev. 14, 99 | |
| (1983). Comprehensive description: D. P. Ip, G. S. Brenner, Anal. | |
| Profiles Drug Subs. 16, 207-243 (1987). Clinical trial in | |
| congestive heart failure: Consensus Trial Study Group, N. Engl. J. | |
| Med. 316, 1429 (1987). Review of clinical experience in | |
| hypertension: H. J. Gomez et al., J. Cardiovasc. Pharmacol. 15, | |
| Suppl. 3, S26-S29 (1990); of clinical pharmacokinetics: R. J. | |
| MacFadyen et al., Clin. Pharmacokinet. 25, 274-282 (1993); of | |
| combination with hydrochlorothiazide: P. L. Malini, Adv. Ther. 10, | |
| 253-262 (1993). | |
| PATENT INFORMATION: | |
| PN= | EP 12401; US 4374829 |
| /DERIV | DERIVATIVE INFORMATION: |
| /SY, SY=, /NA, NA=, /DE | SUBSTANCE: Enalapril Maleate |
| RN= | DERIVATIVE CAS RN: 76095-16-4 |
| MF= | DERIVATIVE MOL. FORMULA: C20H28N2O5.C4H4O4 |
| MW= | MOL. WEIGHT: 492.52 |
| MOL. COMPOSITION: C 58.53%, H 6.55%, N 5.69%, O 29.24% | |
| /SY, SY=, /NA, NA=, /DE | DERIVATIVE DRUG CODES: MK-421 |
| /TN, TN=, /SY, SY=, | DERIVATIVE BRAND NAME (COMPANY): Amprace (Amrad), Bitensil (UCB), |
| /NA, NA=, /DE | Cardiovet (Intervet), Enacard (Merck & Co.), Enaloc (Leiras), |
| Enapren (Merck & Co.), Glioten (Bago), Hipoartel (Lasa), | |
| /CO, CO= | Innovace (Merck & Co.), Lotrial (Roemmers), Olivin (Lek), Pres |
| (Dieckmann), Renitec (Merck & Co.), Reniten (Merck & Co.), | |
| Renivace (Banyu), Vasotec (Merck & Co.), Xanef (Merck & Co.) | |
| /PP, PP= | DERIVATIVE PHYSICAL DATA: White to off-white crystalline powder, |
| mp 143-144.5. Soly (g/ml): water 0.025; alcohol 0.08; methanol 0.20. | |
| (alpha)D25 -42.2 (c = 1 in methanol). pH (1% water) 2.6. pKa1 3.0; | |
| pKa2 (25 degrees ) 5.4. | |
| MP=, MT=, | MELTING POINT: 143-144.5 |
| OP=, OT=, | OPTICAL ROTATION: (alpha) D25: -42.2 (c = 1 in methanol) |
| /SY, SY=, /NA, NA=, /DE | SUBSTANCE: Enalapril Mixture of maleate with hydrochlorothiazide |
| /TN, TN=, /SY, SY=, /NA, | DERIVATIVE BRAND NAME (COMPANY): Acesistem (Sigma-Tau), |
| NA=, /DE | Co-Renitec (Merck & Co.), Innozide (Merck & Co.), Renacor (Merck |
| /CO, CO= | & Co.), Vaseretic (Merck & Co.), Xynertec (Merck & Co.) |
| /TC, TC= | THERAPEUTIC CATEGORY: Antihypertensive. |
| /TC, TV= | THERAPEUTIC CATEGORY VET: In treatment of heart failure in dogs. |
| /DP, RP= | REFERENCE KEYS PRESENT: Clinical trial; In Vivo; Pharmacology; |
| Prepn; Review; Patent number | |
| /DP, DP= | DATA KEYS PRESENT: Patent number; Molecular weight; Therap. Cat.; |
| Therap. Cat. Vet. | |
| /DP, DP=, /DERIV | DATA KEYS PRESENT IN DERIVATIVE: Melting point; Optical Rotation |
| SEARCH SUFFIX |
DISPLAY CODE |
FIELD NAME |
INDEXING |
SELECT EXAMPLES |
|---|---|---|---|---|
| None | None | All Basic Index Fields | Word | S ETHOXYCARBONYL(1W)PHENYLPROPYL |
| /CN | CN | CA Chemical Name1,2 | Segment & Word & Phrase |
S PROPYL/CN S PHENYLPROPYL(1W)ALANYL/CN S "S)-1-(N-(1-(ETHOXYCARBONYL)-3"?/CN |
| /CO | CO | Company Name1 | Word | S MERCK/CO |
| /DE | DE | Chemical Name | Segment & Word & Phrase |
S PHENYL/DE S ENALAPRIL(W)MALEATE/DE S ENALAPRIL MALEATE/DE |
| /DP | DP | Data Present1,3 | Word | S MELTING(W)POINT |
| /EC | MF | Element Count2 | Phrase | S (C20(S)N2)/EC |
| /MN | MN | Monograph Name1 | Segment & Word & Phrase |
S CHLORIDE/MN S ENALAPRIL/MN S ANTIMONY TRICHLORIDE/MN |
| /NA | NA | Chemical Name1 | Segment & Word & Phrase |
S PHENYL/NA S ENALAPRIL(W)MALEATE/NA S ENALAPRIL MALEATE/NA |
| /NT | NT | Notes and Cautions | Word | S MORDANT(S)CATALYST/NT |
| /PP | PP | Physical Property Information3 | Word | S WHITE(1W)POWDER/PP |
| /SO | SO | Sources/References4 | Word | S ACADEMIC(W)PRESS/SO S U(W)S(W)PAT?/SO |
| /SY | SY | Synonyms Including Brand Names and Drug Codes1,2 | Segment & Word & Phrase |
S AL/SY,DERIV S CO(W)RENITEC/SY S CO-RENITEC/SY |
| /TC | TC | Therapeutic Category6 | Word | S ANTIHYPERTENSIVE/TC |
| /TN | TN | Brand Name1,2 | Segment & Word & Phrase |
S AL/TN S LOTRIAL/TN,DERIV S CO-RENITEC/TN |
1 Searchable in the Basic Index and in the Additional Indexes. Any numeric values are searchable in the Basic Index using the (W) operator, e.g. S 143(W)144(W)5/PP
2 All chemical names are indexed as complete phrases, individual words, and chemically significant segments of words. Use /FW to restrict retrieval to the complete term, e.g., S ETHANE/FW to only select ethane as a single word rather than as a segment of a larger chemical term, such as trichloroethane.
3 Searchable as /DP in the Basic Index and using DP= or RP= in the Additional Indexes.
4 Includes Monograph Name (/MN, MN=), C.A. Names (/CN, CN=), Brand Names (/TN, TN=), Derivative Names (/DERIV), Drug Codes (/SY, SY=), and Synonyms (/SY, SY=).
6 Searchable using /TC in the Basic Index and using TC= or TV= in the Additional Indexes.
| SEARCH PREFIX |
DISPLAY CODE |
FIELD NAME |
INDEXING |
SELECT EXAMPLES |
|---|---|---|---|---|
| AN= | AN | DIALOG Accession Number | Phrase | S AN=03521 |
| AN= | AN | THE MERCK INDEX Monograph Number | Phrase | S AN=03521 |
| BP= | BP | Boiling Point (Celsius)1,7 | Numeric | S BP=223.5 |
| BT= | BP | Boiling Point Text1 | Word | S BT=DEGREES |
| CN= | CN | C.A. Chemical Name1 | Phrase | S CN=S)-1-(N-(1-(ETHOXYCARBONYL? |
| CO= | CO | Company Name1 | Phrase | S CO=MERCK & CO? |
| DN= | DN | Relative Density1,7 | Numeric | S DN=1.0000 |
| DP= | DP | Data Present1,3 | Phrase | S DP=(BOILING POINT AND MELTING POINT) |
| DT= | DN | Density Text1 | Word | S DT=SUPERCOOLED AND DN=1.0 |
| EC= | MF | Element Count1 | Phrase | S EC=(C0020 AND H0028) S EC=N0001:N0005 |
| FF= | FP | Flash Point (Fahrenheit)1,7 | Numeric | S FF=84.2 |
| FP= | FP | Flash Point (Celsius)1,7 | Numeric | S FP=29 |
| FT= | FP | Flash Point Text1 | Word | S FT=(CLOSED(W)CUP) |
| LD= | LD | Lethal Dose (LD50)1 | Word | S LD=(RATS AND S(W)C) |
| ME= | None | Molecular Elements | Phrase | S ME=CHNO |
| MF= | MF | Molecular Formula | Phrase | S MF=C20H28N2O5 |
| MN= | MN | Monograph Name1 | Phrase | S MN=ENALAPRIL |
| MP= | MP | Melting Point1,7 | Numeric | S MP=144 |
| MT= | MP | Melting Point Text1 | Word | S MT=DEGREES |
| MW= | MW | Molecular Weight7 | Numeric | S MW=376.45 |
| NA= | NA | Chemical Name1,4 | Phrase | S NA=ENALAPRIL |
| OP= | OP | Optical Rotation1,7 | Numeric | S OP=10.1:10.9 |
| OT= | OP | Optical Rotation Text1 | Word | S OT=(ALPHA(S)22(S)546) |
| PN= | PN | Patent Number1 | Phrase | S PN=US 4374829 |
| PP= | PP | Physical Property Information1 | Word | S PP=(OFF(W)WHITE AND POWDER) |
| RE= | RE | Refractive Index1,7 | Numeric | S RE=1.0:1.5 |
| RI= | RE | Refractive Index Text1 | Word | S RI=(D(W)20) |
| RN= | RN | CAS(R) Registry Number | Phrase | S RN=75847-73-3 S RN=75847-73-3/MAIN S RN=76095-16-4/DERIV |
| RP= | RP | References Present1 | Phrase | S RP=PHARMACODYNAMICS |
| SO= | SO | Bibliographic Sources6 | Word | S SO=(FERGUSON(S)J(1W)CLIN(W)PHARMACOL?) |
| SY= | SY | Synonyms Including Brand Names and Drug Codes1 | Word & Phrase |
S SY=INNOVACE S SY="1-(N-((S)-1-CARBOXY-3-PHENYLPROPYL"? |
| TC= | TC | Therapeutic Category1 | Word | S TC=ANTIHYPERTENSIVE |
| TN= | TN | Brand Name1 | Phrase | S TN=INNOVACE |
| TV= | TV | Therapeutic Category (Veterinary)1 | Word | S TV=(ANABOLIC(W)STEROID) |
| UD= | None | Update | Phrase | S UD=9999 |
| US= | US | Uses1 | Word | S US=(MORDANT(S)LEATHER) |
| UT= | UV | Ultraviolet Maximum Text1 | Word | S UT=ALCOHOL AND UV=235 |
| UV= | UV | Ultraviolet Maximum1,7 | Numeric | S UV=260:265 |
| DISPLAY ONLY | ||||
| None | B1 | Boiling Point (Derivative) | ||
| None | C1 | CA Chemical Name (Derivative) | ||
| None | C2 | Company Name (Derivative) | ||
| None | D1 | Data Present (Derivative) | ||
| None | D2 | Relative Density (Derivative) | ||
| None | FL | Flash Point (Derivative) | ||
| None | L1 | Lethal Dose (LD50) (Derivative) | ||
| None | M1 | Molecular Composition(Derivative) | ||
| None | M2 | Molecular Formula (Derivative) | ||
| None | M3 | Melting Point (Derivative) | ||
| None | M4 | Molecular Weight (Derivative) | ||
| None | MC | Molecular Composition | ||
| None | N1 | Chemical Names (Derivative) | ||
| None | N2 | Chemical Names, Additional (Derivative) | ||
| None | O1 | Optical Rotation (Derivative) | ||
| None | P1 | Physical Property Information (Derivative) | ||
| None | R1 | Refractive Index (Derivative) | ||
| None | R2 | CAS Registry Number (Derivative) | ||
| None | SB | Bibliographic Sources (Derivative) | ||
| None | SM | Synonyms (Derivative) | ||
| None | T1 | Brand Name (Derivative) | ||
| None | UM | Ultraviolet Maximum (Derivative) | ||
7 Numeric values can be entered in several different ways: directly as a number, e.g. S BP=100:0; or in exponential notation, e.g. S BP=1E2. Letter abbreviations are also available: K for thousand; M for million, B for billion, e.g. S BP=0.5K:1.0K. To search a range of values, use a colon between starting and ending value, e.g. S BP=78:79 OR use numeric operators (>, <, >=, and <=), e.g. S 78<=BP<=79.
| Sets and terms may be limited by Basic Index suffixes, i.e., /DE, /DF, /EC, /FF, /FW, /MN, /NA, /NT, /PP, /SO, /TC (e.g., SELECT S4/MN), as well as by the following features: | ||
| SUFFIX | FIELD NAME | EXAMPLES |
|---|---|---|
| /DERIV | Information relating to the derivative data mentioned in the monograph | S S2/DERIV |
| /MAIN | Information relating to the main monograph substance data | S S1/MAIN |
| SORTABLE FIELDS | EXAMPLES |
|---|---|
| MF, MN, RN, TC | SORT S2/ALL/MN PRINT S2/5/1-20/TC |
| RANK FIELDS | EXAMPLES |
|---|---|
| All phrase- and numeric-indexed fields in the Additional Indexes can be ranked. | RANK NA RANK BP S4 |
| MAP FIELDS | EXAMPLES |
|---|---|
| MN, NA, PN, RN, SY | MAP RN TEMP S4 MAP SYRN TEMP S3 |
| Display codes listed in the Search Options tables can be used to customize output. | TYPE S3/MN,MF,MP,BP/1-10 |
| NO. |
DIALOGWEB FORMAT |
RECORD CONTENT |
|---|---|---|
| 1 | -- | DIALOG Accession Number |
| 2 | -- | Full Record, except Literature References and Physical Data |
| 3 | Medium | Full Record, except Physical Data |
| 4 | -- | Full Record |
| 5 | -- | Full Record |
| 6 | Free | DIALOG Accession Number/Monograph Number, Monograph Name, CAS Registry Number, and Molecular Formula |
| 7 | Long | Full Record, except Literature References |
| 8 | Short | DIALOG Accession Number/Monograph Number, Monograph Name, CAS Registry Number, Molecular Formula, Therapeutic Categories, References Present, Data Present |
| 9 | Full | Full Record |
| K | -- | KWIC (Key Word In Context) displays a window of text; may be used alone or with other formats |
| FIELD NAME | EXAMPLES | ||
|---|---|---|---|
| If the accession number of a specific record is known, it can be used to display the record directly. | TYPE 03521/5 DISPLAY 03521/MN,MF,MP PRINT 03521/9 |
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Rates For File: The Merck Index OnlineSM[304]
Cost per DialUnit: $1.09
Cost per minute: $0.45
Rank Elements $0.00
Format Types Prints
1 $0.00 $0.00
2 $1.89 $1.89
3 $1.89 $1.89
4 $1.89 $1.89
5 $1.89 $1.89
6 $0.00 $0.00
7 $1.89 $1.89
8 $0.00 $0.00
9 $1.89 $1.89
KWIC95 $0.28 NA
KWIC96 $0.28 NA
REDIST/COPY Multiplier Table:
Range Multiplier
1-2 1.00
3-25 1.50
26-100 3.00
101-200 4.00
201-500 6.00
501-1000 8.00
1001 or more 10.00
ARCHIVE Multiplier Table:
Range Multiplier
1-25 1.50
26-200 3.00
201-500 6.00
501-1000 8.00
1001 or more 10.00
