During the scene when Jake plays cards with the Latino gangsters, director Antoine Fuqua gave certain instructions to the actors playing the gangsters, without telling Ethan Hawke. This was done to further confuse him and add to the tension of the scene.
T. Rodgers, the founder of the Black P. Stones Bloods in Baldwin Village a.k.a. The Jungles in Los Angeles, was on set for all of the filming in his neighborhood, and allowed the producers to use his neighborhood, in exchange for casting gang members.
When the movie came out, many viewers and critics were skeptical of the scenes where Jake Hoyt smokes marijuana laced with PCP, and Alonzo's explanation of how a cop who didn't take drugs offered to him on the street, would be ID'd as police and murdered. David Ayer responded in an interview by holding up a highlighted section of the LAPD's rules and regulations; it stated that officers were allowed to use narcotics in very specific undercover situations, and hewed closely to what Alonzo told Jake.
Tobey Maguire was seriously considered for the part of Officer Jake Hoyt. He even followed Undercover Narcotics officers in Los Angeles for two months and gained weight for the role. He was dropped when Ethan Hawke, Fuqua's first choice, was finally available for the shooting schedule.
The film had several police technical advisors. Among them is Detective-Sergeant Brian Davis, an LAPD veteran who is one of the most respected and decorated officer of the infamous elite Special Investigation Section.
Before Antoine Fuqua was involved in the project, Davis Guggenheim was set to direct with Samuel L. Jackson as Detective-Sergeant Alonzo Harris and Matt Damon as rookie Officer Jake Hoyt. When Denzel Washington accepted the role as Detective-Sergeant Alonzo Harris, Guggenheim was replaced per his request. Samuel L. Jackson would later voice the character Officer Frank Tenpenny in Grand Theft Auto: San Andreas and based him on Rafael Perez.
Marshall Mathers was offered to play rookie cop Jake Hoyt. The rapper turned it down, due to the development of 8 Mile (2002), and had to stay available for that. Had he accepted the role, he would've shared scenes with rappers, Snoop Dogg and Dr. Dre, the latter of which is Marshall Mathers's mentor. Instead, Ethan Hawke took the part and was nominated for the Academy Award for Best Supporting Actor. Marshall Mathers was nominated and won an Academy Award the following year for 8 Mile (2002), in the Best Original Song category for Lose Yourself.
David Ayer wrote the first draft in 1995, way before the Rampart Scandal made headlines in 1998. In the first draft, Alonzo was a Latino officer in charge of drug enforcement in the gang infested area of Pico-Union within the Rampart Division. He was a loner and didn't have any partner because of his reputation as a corrupt and racist cop. But the basics elements of the character were there: he wears expensive jewelry and drives a 1979 Monte Carlo.
Alonzo's car is a 1979 Chevy Monte Carlo, with some modifications: it has Dayton wire wheels with bullet caps; a Grant steering wheel; Flowmaster exhaust; and hydraulics. Added to this, the car is outfitted with a sunroof, which that era's Monte Carlos never had.
At the Academy Awards, most directors usually sit close to the actors, but at The 74th Annual Academy Awards (2002), Antoine Fuqua was seated a few rows back from Denzel Washington. During his acceptance speech, even Washington didn't know where Fuqua was sitting, so he said "a brilliant young African-American filmmaker, I don't know where you are Antoine, love you".
Alonzo's weapons of choice in the film are the venerable Smith & Wesson 4506, of which he carries two in a dual shoulder holster. The 4506 is a .45 ACP semi automatic previously used by many police departments around the country.
The whiskey Roger offers to Alonzo and Jake is a vintage of the Macallan. Alonzo mentions it as "300 dollars a glass." Whether or not this is an exaggeration, the whiskey is sure to be on the finer side. Given its light shade and the white label, it could well be Macallan 30-year-old, which sells for an average of 2,500 dollars per bottle.
Although not shown in the film, the producers of the movie asked if the Angelus Temple cross, a famous Echo Park landmark could be used in the film. When the church declined, they brought in a "fake" cross and using a crane hoisted it up a few feet in front of the real Angelus Temple.
Antoine Fuqua says the production was a very intense period of his life. The locations in South Central Los Angeles included some gang-infested neighborhoods, and Fuqua also went through some personal grief in the middle of shooting the film. After the film was released, Fuqua needed to step away from it, and he didn't do much publicity. He attended the 58th Venice International Film Festival where the film premiered, out of competition, in 2001.
When Hoyt wakes up from his nap with Alonzo's son, he taps him on the chest and says "see ya buddy." Similarly, when Alonzo gives Hoyt the "It's ugly, but it's necessary" speech, after Hoyt calms down Alonzo pats him on the chest and the scene concludes. The chest pat is symbolic of a fatherly exchange in both instances.
Denzel Washington's Virtuosity (1995) and American Gangster (2007) co-star Russell Crowe lost out to Washington when Washington won the Best Actor Oscar for Training Day (2001). Russell Crowe was nominated for his performance as John Nash in A Beautiful Mind (2001) and a year earlier, he won an Best Actor Oscar for his performance as Maximus in Gladiator (2000).
Ethan Hawke was nominated for an Oscar for Best Supporting Actor despite the fact he has more screen time in the film than his co-star Denzel Washington who was nominated for (and won) the Oscar for Best Actor in a Leading Role.
Roger's (Scott Glenn's) house was filmed only 0.6 miles from Sheri Pierce's apartment shown in the the beginning of Big Momma's House (2000). The direct ("as the crow flies") distance is even shorter: 750 feet. Joanne Greenwold's house in Better Off Dead... (1985) .See filming locations & Google Maps for all three movies.
The original ending of the script was Hoyt crashing the pad of Alonzo's girlfriend, and find his training officer in the middle of a three-way with two young women. Hoyt shows him the money that Smiley was supposed to deliver to the Russians, and tells him that there is a crew of hit men looking all over for him. Alonzo then commits suicide in front of Hoyt.
During the movie, Hoyt often does the opposite of what Alonzo tells him to do. He tells Hoyt not to get involved with anything but organized crime, and avoid wasting time with small crimes, but he helps the girl who is getting raped (which eventually saves his life), he tells him never to mention his family while working, but he says he's married and has a daughter when he's about to be shot in the tub, he tells Hoyt never to enter the rough neighborhood "Jungles" without him, but he does (which eventually helps him catch Alonzo).
Some weaponry used in the film includes: Two Smith and Wesson 4506s carried by Alonzo, Berreta 92FS (used by Jake Hoyt), Glock 17 (one of the backup guns carried by Alonzo), M1911 pistol (used by Alonzo and Hoyt during the confrontation in Imperial Courts) Mossberg 500 (used to shoot Roger), sawed off Remington 870 (used by Alonzo when shooting at Jake) and Glock 19 (used by crippled drug dealer Blue as well as Officer Paul). Many of these weapons are LAPD issue which lends to the credibility of the film and shows that the production team did its research.
When Detective Hoyt is sitting at the table playing cards with Smiley and his crew, they ask him "has he ever had his shit pushed in?" This is street terminology way of asking him has he ever engaged in homosexual sex as a recipient. Smiley follows up by saying 'I always like getting love from the homies'.